skip to main content
OSTI.GOV title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: Cyclic (Alkyl)(amino)carbenes (CAACs): Recent Developments

Journal Article · · Angewandte Chemie (International Edition)
ORCiD logo [1]; ORCiD logo [1]; ORCiD logo [1]; ORCiD logo [1]
  1. Univ. of California, San Diego, La Jolla, CA (United States)
+ Show Author Affiliations

Abstract Discovered in 2005, cyclic (alkyl)(amino)carbenes (CAACs) are among the most nucleophilic (σ donating) and also electrophilic (π‐accepting) stable carbenes known to date. These properties allow them to activate a variety of small molecules and enthalpically strong bonds, to stabilize highly reactive main‐group and transition‐metal diamagnetic and paramagnetic species, and to bind strongly to metal centers, which gives rise to very robust catalysts. The most important results published up to the end of 2013 are briefly summarized, while the majority of this Review focuses on findings reported within the last three years.

Research Organization:
Univ. of California, San Diego, CA (United States)
Sponsoring Organization:
USDOE Office of Science (SC); National Science Foundation (NSF); SOLVAY Inc.
Grant/Contract Number:
SC0009376
OSTI ID:
1533103
Alternate ID(s):
OSTI ID: 1374470
Journal Information:
Angewandte Chemie (International Edition), Vol. 56, Issue 34; ISSN 1433-7851
Publisher:
WileyCopyright Statement
Country of Publication:
United States
Language:
English
Citation Metrics:
Cited by: 484 works
Citation information provided by
Web of Science

References (409)

Carbene-Stabilized Diphosphorus journal October 2008
Homogeneous Catalytic Hydroamination of Alkynes and Allenes with Ammonia journal June 2008
Serendipitous Discovery of the Catalytic Hydroammoniumation and Methylamination of Alkynes journal January 2010
Bis(Cyclic Alkyl Amino Carbene) Ruthenium Complexes: A Versatile, Highly Efficient Tool for Olefin Metathesis journal December 2016
A Novel Class of Ruthenium Catalysts for Olefin Metathesis journal October 1998
Stable Versions of Transient Push-Pull Carbenes: Extending Lifetimes from Nanoseconds to Weeks journal May 2000
Reaction of pentaarylboroles with carbon monoxide: an isolable organoboron carbonyl complex journal January 2012
The Addition of Dichlorocarbene to Olefins journal December 1954
Preparation and Characterization of an Air-Tolerant 1,3-Diphosphacyclobuten-4-yl Radical journal June 2006
Synthesis, Structure, and Alkyne Reactivity of a Dimeric (Carbene)copper(I) Hydride journal July 2004
Stable Aminooxy- and Aminothiocarbenes journal November 1998
Metal-Free Reductive Cleavage of Benzylic Esters and Ethers: Fragmentations Result from Single and Double Electron Transfers journal January 2013
Synthesis of Carbenes Through Substitution Reactions at a Carbene Center journal August 2003
Milde und vollständige Spaltung eines Carbonylliganden innerhalb eines einkernigen Übergangsmetallkomplexes journal March 2016
Die Methylierung von RH-Verbindungen mittels Diazomethans unter Mitwirkung des Lichtes journal February 1942
Peculiar boron startles again journal June 2015
A stable diaminocarbene journal November 1995
Molecules for materials: Germanium hydride neutrals and anions. Molecular structures, electron affinities, and thermochemistry of GeHn/GeH n− (n = 0-4) and Ge2Hn/Ge2H n− (n = 0-6) journal October 2002
Diradicals journal July 2013
Stable Carbenes journal January 2000
31 P NMR Chemical Shifts of Carbene-Phosphinidene Adducts as an Indicator of the π-Accepting Properties of Carbenes journal February 2013
Infrared spectroscopic studies of hydrogenated silicon clusters: Guiding the search for Si journal March 2005
Intramolecular “Hydroiminiumation” of Alkenes: Application to the Synthesis of Conjugate Acids of Cyclic Alkyl Amino Carbenes (CAACs). journal August 2007
Tuning the Electronic Properties of N-Heterocyclic Carbenes journal August 2007
Ge2H2: a germanium-containing molecule with a low-lying monobridged equilibrium geometry journal July 1993
The Medicinal Applications of Imidazolium Carbene−Metal Complexes journal August 2009
Deprotonation of a Borohydride: Synthesis of a Carbene-Stabilized Boryl Anion journal June 2013
Organocatalytic umpolung: N-heterocyclic carbenes and beyond journal January 2012
Die Synthese von B 2 (SIDip) 2 und seine Reaktivität zwischen denen von Diboracumulenen und Diborinen journal October 2015
Generalization of the Copper to Late-Transition-Metal Transmetallation to Carbenes beyond N-Heterocyclic Carbenes journal May 2016
Elusive Antimony-Centered Radical Cations: Isolation, Characterization, Crystal Structures, and Reactivity Studies journal December 2016
(Amino)(Aryl)Carbenes: Stable Singlet Carbenes Featuring a Spectator Substituent journal June 2001
(Aminocarbene)(Divinyltetramethyldisiloxane)Iron(0) Compounds: A Class of Low-Coordinate Iron(0) Reagents journal June 2014
Ein stabiles neutrales Radikal in der Koordinationssphäre des Aluminiums journal December 2016
Gold-Catalyzed Hydroamination of Alkynes and Allenes with Parent Hydrazine journal May 2011
Formation of a 1,4-Diamino-2,3-disila-1,3-butadiene Derivative journal October 2013
Carbenes Introduction journal August 2009
Highly Active Ruthenium Catalysts for Olefin Metathesis: The Synergy of N-Heterocyclic Carbenes and Coordinatively Labile Ligands journal August 1999
Bonding Analysis of TM(cAAC) 2 (TM = Cu, Ag, and Au) and the Importance of Reference State journal June 2015
Bonding and Reactivity of a μ-Hydrido Dicopper Cation journal October 2013
Binuclear complexes of ruthenium ammines journal February 1973
Direct estimate of the internal π-donation to the carbene centre within N-heterocyclic carbenes and related molecules journal January 2015
Synthesis and x-ray crystal structure of [(iso-Pr2N)2P(H)CP(N-iso-Pr2)2]+CF3SO3-: a carbene, a cumulene, or a phosphaacetylene? journal December 1992
Double Deprotonation of Pyridinols Generates Potent Organic Electron-Donor Initiators for Haloarene-Arene Coupling journal March 2016
The Structure of the Carbene Stabilized Si 2 H 2 May Be Equally Well Described with Coordinate Bonds as with Classical Double Bonds journal August 2016
Ligand versus Complex: C−F and C−H Bond Activation of Polyfluoroaromatics at a Cyclic (Alkyl)(Amino)Carbene journal March 2017
Stable Di- and Tri-coordinated Carbon(II) Supported by an Electron-Rich β-Diketiminate Ligand journal December 2016
The structure of singlet carbene molecules journal January 1980
Bis(diisopropylamino)carbene journal June 1996
Isolation of a Bis(oxazol-2-ylidene)-Phenylborylene Adduct and its Reactivity as a Boron-Centered Nucleophile journal June 2014
Electron-Transfer Properties of Active Aldehydes of Thiamin Coenzyme Models, and Mechanism of Formation of the Reactive Intermediates journal October 1999
25 years of N-heterocyclic carbenes: activation of both main-group element–element bonds and NHCs themselves journal January 2016
CO Fixation to Stable Acyclic and Cyclic Alkyl Amino Carbenes: Stable Amino Ketenes with a Small HOMO–LUMO Gap journal May 2006
Double Deprotonation of Pyridinols Generates Potent Organic Electron-Donor Initiators for Haloarene-Arene Coupling journal March 2016
Air-Persistent Monomeric (Amino)(carboxy) Radicals Derived from Cyclic (Alkyl)(Amino) Carbenes journal June 2015
Highly Selective Hydrogenation of Aromatic Ketones and Phenols Enabled by Cyclic (Amino)(alkyl)carbene Rhodium Complexes journal July 2015
Intramolecular “Hydroiminiumation” of Alkenes: Application to the Synthesis of Conjugate Acids of Cyclic Alkyl Amino Carbenes (CAACs) journal April 2007
Synthesis of a Simplified Version of Stable Bulky and Rigid Cyclic (Alkyl)(amino)carbenes, and Catalytic Activity of the Ensuing Gold(I) Complex in the Three-Component Preparation of 1,2-Dihydroquinoline Derivatives journal June 2009
Electrochemical reduction of an imidazolium cation: a convenient preparation of imidazol-2-ylidenes and their observation in an ionic liquid journal January 2004
Homogeneous Catalytic Hydroamination of Alkynes and Allenes with Ammonia journal June 2008
Isolation of crystalline carbene-stabilized P2-radical cations and P2-dications journal April 2010
Organic Electron Donors as Powerful Single-Electron Reducing Agents in Organic Synthesis journal November 2013
Crystalline Cyclic (Alkyl)(amino)carbene-tetrafluoropyridyl Radical journal April 2015
Isolation of Cyclopropenylidene–Lithium Adducts: The Weiss–Yoshida Reagent journal October 2006
Diaminocarbene[3]ferrocenophanes and Their Transition-Metal Complexes journal March 2008
Synthesis of Triborylalkenes from Terminal Alkynes by Iridium-Catalyzed Tandem CH Borylation and Diboration journal October 2015
Isolation of Au-, Co-η 1 PCO and Cu-η 2 PCO complexes, conversion of an Ir–η 1 PCO complex into a dimetalladiphosphene, and an interaction-free PCO anion journal January 2016
Chemically Non-Innocent Cyclic (Alkyl)(Amino)Carbenes: Ligand Rearrangement, C−H and C−F Bond Activation journal July 2016
Metal-Free Reductive Cleavage of Benzylic Esters and Ethers: Fragmentations Result from Single and Double Electron Transfers journal January 2013
A Cyclic Alkyl(amino)carbene as Two-Atom π-Chromophore Leading to the First Phosphorescent Linear Cu I Complexes journal January 2017
[Bis(diisopropylamino)phosphino]trimethylsilyl-carben: Ein stabiles nucleophiles Carben journal May 1989
Serendipitous Discovery of the Catalytic Hydroammoniumation and Methylamination of Alkynes journal January 2010
Heterocyclic Carbenes: Synthesis and Coordination Chemistry journal April 2008
Metal-Free Reductive Cleavage of CN and SN Bonds by Photoactivated Electron Transfer from a Neutral Organic Donor journal December 2013
Carbene Ligands in Surface Chemistry: From Stabilization of Discrete Elemental Allotropes to Modification of Nanoscale and Bulk Substrates journal September 2015
Synthesis, Characterization, and Theoretical Investigation of Two-Coordinate Palladium(0) and Platinum(0) Complexes Utilizing π-Accepting Carbenes journal May 2015
Evolution of neutral organic super-electron-donors and their applications journal January 2014
On the Mechanism of Thiamine Action. IV. 1 Evidence from Studies on Model Systems journal July 1958
Ueber die Einwirkung von Diazoessigäther auf aromatische Kohlenwasserstoffe journal July 1885
Boron–Boron Multiple Bonding: From Charged to Neutral and Back Again journal November 2014
Organic Mixed-Valence Compounds: A Playground for Electrons and Holes journal November 2011
Stable Carbenes: From ‘Laboratory Curiosities' to Catalysis Mainstays journal June 2013
Isolation of cationic and neutral (allenylidene)(carbene) and bis(allenylidene)gold complexes journal January 2016
Germanium-germanium multiple bonds: The singlet electronic ground state of Ge2H2 journal January 1990
Ancillary ligand-free copper catalysed hydrohydrazination of terminal alkynes with NH 2 NH 2 journal January 2016
Direct Synthesis of a Mercury Salt-Carbene Complex journal February 1968
Isolation of bis(copper) key intermediates in Cu-catalyzed azide-alkyne “click reaction” journal June 2015
Stabile cyclische Carbene und verwandte Spezies jenseits der Diaminocarbene journal September 2010
Isolierung neutraler mono- und dinuklearer Goldkomplexe von cyclischen Alkyl(amino)carbenen journal July 2013
Synthesis of Triborylalkenes from Terminal Alkynes by Iridium-Catalyzed Tandem CH Borylation and Diboration journal October 2015
Direkt-Synthese eines Quecksilbersalz-Carben-Komplexes journal February 1968
Insertion of Cyclic Alkyl(amino) Carbene into the Si–H Bonds of Hydrochlorosilanes journal February 2016
Catalytic Organometallic Reactions of Ammonia journal September 2010
Reactivity of white phosphorus with compounds of the p-block journal June 2011
Z -Selective (Cross-)Dimerization of Terminal Alkynes Catalyzed by an Iron Complex journal April 2016
Adduct Formation, B−H Activation and Ring Expansion at Room Temperature from Reactions of HBcat with NHCs journal August 2016
Organische gemischtvalente Verbindungen: ein Spielplatz für Elektronen und Löcher journal November 2011
Electronic Structure and Slow Magnetic Relaxation of Low-Coordinate Cyclic Alkyl(amino) Carbene Stabilized Iron(I) Complexes journal August 2014
Isolation of a Bis(oxazol-2-ylidene)-Phenylborylene Adduct and its Reactivity as a Boron-Centered Nucleophile journal June 2014
Gold-Catalyzed Intermolecular Markovnikov Hydroamination of Allenes with Secondary Amines journal August 2009
Experimental Charge Density Study of a Silylone journal January 2014
Stable Cyclic Carbenes and Related Species beyond Diaminocarbenes journal September 2010
Katalytische metallorganische Reaktionen von Ammoniak journal September 2010
Adaptability of the SiNN Pincer Ligand in Iridium and Rhodium Complexes Relevant to Borylation Catalysis journal March 2015
Allene formation by gold catalyzed cross-coupling of masked carbenes and vinylidenes journal August 2007
Recent advances in the synthesis and catalytic applications of ligand-protected, atomically precise metal nanoclusters journal September 2016
Beyond catalysis: N-heterocyclic carbene complexes as components for medicinal, luminescent, and functional materials applications journal January 2010
The Janus Face of the X Ligand in the Copper-Catalyzed Azide–Alkyne Cycloaddition journal December 2015
Isolation of a Carbene-Stabilized Phosphorus Mononitride and Its Radical Cation (PN+.) journal July 2010
(Aminocarbene)(Divinyltetramethyldisiloxane)Iron(0) Compounds: A Class of Low-Coordinate Iron(0) Reagents journal June 2014
A Stable N-Heterocyclic Carbene with a Diboron Backbone journal March 2005
Carbene Supported Dimer of Heavier Ketenimine Analogue with P and Si Atoms journal May 2015
Increased ring closing metathesis activity of ruthenium-based olefin metathesis catalysts coordinated with imidazolin-2-ylidene ligands journal March 1999
Elusive Antimony-Centered Radical Cations: Isolation, Characterization, Crystal Structures, and Reactivity Studies journal December 2016
Donor Properties of a Series of Two-Electron Ligands journal February 2009
Persistent (Amino)(Silyl)Carbenes journal May 2005
Hochaktive Rutheniumkatalysatoren für die Olefinmetathese: die Synergie N-heterocyclischer Carbene und koordinativ labiler Liganden journal August 1999
Synthesis and Ligand Properties of Stable Five‐Membered‐Ring Allenes Containing Only Second‐Row Elements journal July 2008
Direct approach to measuring the Franck-Condon barrier to electron transfer between metal ions journal July 1969
Nonmetal-Mediated Fragmentation of P 4 : Isolation of P 1 and P 2 Bis(carbene) Adducts journal July 2009
Transient Azomethine-ylides from a Stable Amino-carbene and an Aldiminium Salt journal February 2003
The Advantages of Cyclic Over Acyclic Carbenes To Access Isolable Capto-Dative C-Centered Radicals journal February 2017
Durch N-heterocyclische Carbene katalysierte Dominoreaktionen journal November 2011
A Catalyst with Two-Coordinate Nickel: Theoretical and Catalytic Studies: A Catalyst with Two Coordinate Nickel journal January 2014
Eine Familie mit komplexiertem Triphosphaallyl-Radikal, -Kation und -Anion journal March 2009
Stable Planar Six-π-Electron Six-Membered N-Heterocyclic Carbenes with Tunable Electronic Properties journal July 2005
Activation of Elemental Sulfur at a Two-Coordinate Platinum(0) Center journal August 2016
An Isolable and Monomeric Phosphorus Radical That Is Resonance-Stabilized by the Vanadium(IV/V) Redox Couple journal April 2007
Bonding and Reactivity of a μ-Hydrido Dicopper Cation journal October 2013
Copper-Catalyzed Hydrofunctionalization of Alkynes journal March 2016
Monomeric siliconthiodichloride trapped by a Lewis base journal January 2015
A Stable Thiazol-2-ylidene and Its Dimer journal February 1997
Stable four- -electron, four-membered heterocyclic cations and carbenes journal September 2006
Computational study of unsaturated and saturated cyclic (alkyl) (amino) carbene borane complexes journal January 2015
Formylborane Formation with Frustrated Lewis Pair Templates journal December 2013
Neutral tricoordinated beryllium(0) compounds – isostructural to BH3 but isoelectronic to NH3 journal January 2013
Synthesis of a Room-Temperature-Stable Dimeric Copper(I) Hydride journal October 2010
Heterocyclische Carbene – Synthese und Koordinationschemie journal April 2008
The Synthesis of B 2 (SIDip) 2 and its Reactivity Between the Diboracumulenic and Diborynic Extremes journal October 2015
Stable Di- and Tri-coordinated Carbon(II) Supported by an Electron-Rich β-Diketiminate Ligand journal December 2016
Erzeugung zweifach koordinierter Bor(I)-Einheiten durch Fragmentierung eines molekularen Tetra-Bor(I)-Quadrats journal October 2016
A Stable Neutral Radical in the Coordination Sphere of Aluminum journal December 2016
Lewis Base Stabilized Dicarbon: Predictions from Theory journal January 2012
Neue Wege in der s-Block-Chemie - Komplexe mit Beryllium in der Oxidationsstufe Null journal August 2016
Preparation and Characterization of an Air-Tolerant 1,3-Diphosphacyclobuten-4-yl Radical journal June 2006
Trinuclear Gold Clusters Supported by Cyclic (alkyl)(amino)carbene Ligands: Mimics for Gold Heterogeneous Catalysts journal July 2014
Persistent Antimony- and Bismuth-Centered Radicals in Solution journal July 2014
Stable Radicals from Commonly Used Precursors Trichlorosilane and Diphenylchlorophosphine journal April 2015
Click-Chemie: diverse chemische Funktionalität mit einer Handvoll guter Reaktionen journal June 2001
Saturated Abnormal NHC–Gold(I) Complexes: Synthesis and Catalytic Activity journal March 2013
Carbene-stabilized main group diatomic allotropes journal January 2012
Imidazol-2-ylidene-4-olate: an anionic N-heterocyclic carbene pre-programmed for further derivatization journal January 2009
Thermochemical Stability of α-Amino-α-carbonylmethyl Radicals and Their Resonance As Measured by ESR journal February 1997
Synthesis, Reactivity, and Ligand Properties of a Stable Alkyl Carbene journal July 2004
Cyclic (Alkyl)(Amino)Carbenes (CAACs): Stable Carbenes on the Rise journal December 2014
Isolation of a Neutral P 8 Cluster by [2+2] Cycloaddition of a Diphosphene Facilitated by Carbene Activation of White Phosphorus journal March 2013
Synthesis and Thermal Properties of Novel NHC-Stabilized Cobalt Carbonyl Nitrosyl Complexes journal August 2016
From an Electron-Rich Bis(boraketenimine) to an Electron-Poor Diborene journal February 2015
Bis(Cyclic Alkyl Amino Carbene) Ruthenium Complexes: A Versatile, Highly Efficient Tool for Olefin Metathesis journal December 2016
A stable chiral diaminocyclopropenylidene journal January 2007
C 4 Cumulene and the Corresponding Air-Stable Radical Cation and Dication journal March 2014
Direct Measure of Metal–Ligand Bonding Replacing the Tolman Electronic Parameter journal February 2016
Reduction of a diamidocarbene-supported borenium cation: isolation of a neutral boryl-substituted radical and a carbene-stabilized aminoborylene journal January 2016
Synthesis of a Bent 2-Silaallene with a Perturbed Electronic Structure from a Cyclic Alkyl(amino) Carbene-Diiodosilylene journal August 2016
Carbene Stabilization of Diarsenic: From Hypervalency to Allotropy journal January 2010
Mild and Complete Carbonyl Ligand Scission on a Mononuclear Transition Metal Complex journal March 2016
Singlet carbenes as mimics for transition metals: synthesis of an air stable organic mixed valence compound [M 2 (C 2 ) + ˙; M = cyclic(alkyl)(amino)carbene] journal January 2014
Exploring the reactivity of white phosphorus with electrophilic carbenes: synthesis of a P4 cage and P8 clusters journal January 2013
Synthesis and Reactivity of New Copper(I) Hydride Dimers journal February 2016
NHC-Mediated Aggregation of P 4 :  Isolation of a P 12 Cluster journal November 2007
Highly photoluminescent copper carbene complexes based on prompt rather than delayed fluorescence journal January 2016
P 4 Activation by Late-Transition Metal Complexes † ‡ journal July 2010
Air-Stable (CAAC)CuCl and (CAAC)CuBH 4 Complexes as Catalysts for the Hydrolytic Dehydrogenation of BH 3 NH 3 journal March 2015
A Cyclic Diaminocarbene with a Pyramidalized Nitrogen Atom: A Stable N-Heterocyclic Carbene with Enhanced Electrophilicity journal May 2012
Organocatalytic Reactions Enabled by N-Heterocyclic Carbenes journal May 2015
An efficient synthetic route to stable bis(carbene)borylenes [(L 1 )(L 2 )BH] journal January 2014
A Triatomic Silicon(0) Cluster Stabilized by a Cyclic Alkyl(amino) Carbene journal January 2016
A Two-Coordinate Cyclic (Alkyl)(amino)silylene: Balancing Thermal Stability and Reactivity journal November 2016
Beryllium chemistry the safe way: a theoretical evaluation of low oxidation state beryllium compounds journal January 2013
One-, Two-, and Three-Electron Reduction of a Cyclic Alkyl(amino)carbene-SbCl 3 Adduct journal June 2014
Cyclopropenylidenes: From Interstellar Space to an Isolated Derivative in the Laboratory journal May 2006
Isolation of a Neutral Boron-Containing Radical Stabilized by a Cyclic (Alkyl)(Amino)Carbene journal June 2014
On the proposed existence of a ketene derived from carbon monoxide and 1,3-di-1-adamantylimidazol-2-ylidene journal January 1995
Deprotonierung eines Borhydrids und Synthese eines Carben- stabilisierten Borylanions journal June 2013
(CAAC)CuX-catalyzed hydroboration of terminal alkynes with pinacolborane directed by the X-ligand journal February 2017
A Rigid Cyclic (Alkyl)(amino)carbene Ligand Leads to Isolation of Low-Coordinate Transition-Metal Complexes journal November 2005
Darstellung, Struktur und Reaktivität von 1,3,4-Triphenyl-4,5-dihydro-1H-1,2,4-triazol-5-yliden, einem neuen stabilen Carben journal May 1995
NHC-CAAC Heterodimers with Three Stable Oxidation States journal September 2016
Current advances in fused tetrathiafulvalene donor–acceptor systems journal January 2015
Diborabutatriene: An Electron-Deficient Cumulene journal May 2014
Über Reaktionen des Methylens. III. Diazomethan journal January 1912
A Cyclization-Rearrangement Cascade for the Synthesis of Structurally Complex Chiral Gold(I)-Aminocarbene Complexes journal July 2014
Cross-Coupling Reactions between Stable Carbenes journal May 2014
Two-Coordinate Fe 0 and Co 0 Complexes Supported by Cyclic (alkyl)(amino)carbenes journal June 2014
Ruthenium carbene complexes with imidazolin-2-ylidene ligands allow the formation of tetrasubstituted cycloalkenes by RCM journal June 1999
Carbene-Stabilized Beryllium Borohydride journal June 2012
Activation of SiH, BH, and PH Bonds at a Single Nonmetal Center journal October 2010
Determining the π-Acceptor Properties of N-Heterocyclic Carbenes by Measuring the 77 Se NMR Chemical Shifts of Their Selenium Adducts journal September 2013
Stable Cubic Phosphorus-Containing Radicals journal January 2004
Persistent and Stable Radicals of the Heavier Main Group Elements and Related Species journal March 2003
Synthesis and Characterization of a Neutral Tricoordinate Organoboron Isoelectronic with Amines journal July 2011
Synthesis and isolation of a stable, axially-chiral seven-membered N-heterocyclic carbene journal January 2009
Synthesis and Activity of a New Generation of Ruthenium-Based Olefin Metathesis Catalysts Coordinated with 1,3-Dimesityl-4,5-dihydroimidazol-2-ylidene Ligands journal September 1999
Click Chemistry: Diverse Chemical Function from a Few Good Reactions journal June 2001
C 4 Cumulene and the Corresponding Air-Stable Radical Cation and Dication journal March 2014
A Stable Silicon(0) Compound with a Si=Si Double Bond journal August 2008
Eine neue Generation von Rutheniumkatalysatoren für die Olefinmetathese journal September 1998
Theoretical study of the relative stabilities of C2H2 and Si2H2 conformers journal February 1984
Kooperative Katalyse mit N-heterocyclischen Carbenen journal October 2016
Stabilisierung von heterodiatomarem SiC durch Donorliganden - theoretische Untersuchung von SiC(L) 2 (L=NHC Me , CAAC Me , PMe 3 ) journal July 2015
Three-Coordinate Iron(IV) Bisimido Complexes with Aminocarbene Ligation: Synthesis, Structure, and Reactivity journal October 2015
Formylborane Formation with Frustrated Lewis Pair Templates journal December 2013
Stabilization of a Cobalt–Cobalt Bond by Two Cyclic Alkyl Amino Carbenes journal January 2014
Tetrathiafulvalene-based group XV ligands: Synthesis, coordination chemistry and radical cation salts journal May 2009
Electron-Induced Conversion of Silylones to Six-Membered Cyclic Silylenes journal November 2014
Correlations and Contrasts in Homo- and Heteroleptic Cyclic (Alkyl)(amino)carbene-Containing Pt 0 Complexes journal August 2015
Facile Synthesis of Silver(I)−Carbene Complexes. Useful Carbene Transfer Agents journal March 1998
Stabilization of a Two-Coordinate Mononuclear Cobalt(0) Compound journal July 2014
Atomically Precise Colloidal Metal Nanoclusters and Nanoparticles: Fundamentals and Opportunities journal September 2016
Cyclic (Amino)(aryl)carbenes (CAArCs) as Strong σ-Donating and π-Accepting Ligands for Transition Metals journal October 2015
Synthesis and Reactivity of a CAAC-Aminoborylene Adduct: A Hetero-Allene or an Organoboron Isoelectronic with Singlet Carbenes journal September 2014
N-heterocyclic carbene metal complexes: photoluminescence and applications journal January 2014
A Singlet Phosphinidene Stable at Room Temperature journal July 2016
Novel Expanded Ring N-Heterocyclic Carbenes: Free Carbenes, Silver Complexes, And Structures journal July 2008
Carbene-Dichlorosilylene Stabilized Phosphinidenes Exhibiting Strong Intramolecular Charge Transfer Transition journal December 2014
Mono- and Diaminocarbenes from Chloroiminium and -amidinium Salts:  Synthesis of Metal-Free Bis(dimethylamino)carbene journal February 2004
Generation of Dicoordinate Boron(I) Units by Fragmentation of a Tetra-Boron(I) Molecular Square journal October 2016
Tuning Ground States of Bis(triarylamine) Dications: From a Closed-Shell Singlet to a Diradicaloid with an Excited Triplet State journal February 2014
CHEMISTRY: Soluble Allotropes of Main-Group Elements journal August 2008
New Avenues in s-Block Chemistry: Beryllium(0) Complexes journal August 2016
The first metal complexes of bis(diisopropylamino)carbene: synthesis, structure and ligand properties journal April 2002
Spectroscopic Evidence for a Monomeric Copper(I) Hydride and Crystallographic Characterization of a Monomeric Silver(I) Hydride journal March 2017
Carbene Activation of P4 and Subsequent Derivatization journal September 2007
Stable singlet carbenes as mimics for transition metal centers journal January 2011
Synthesis and Reactivity of Olefin Metathesis Catalysts Bearing Cyclic (Alkyl)(Amino)Carbenes journal September 2007
Lewis Base Stabilized Dicarbon: Predictions from Theory journal January 2012
Low-Temperature N 2 Binding to Two-Coordinate L 2 Fe 0 Enables Reductive Trapping of L 2 FeN 2 − and NH 3 Generation journal November 2014
A Viable Anionic N-Heterocyclic Dicarbene journal October 2010
Differenzelektronendichte im gefalteten 2 π-aromatischen System eines 1,3-Dihydro-1,3-diborets / Difference Electron Density in a Folded 2π-Aromatic System of a 1,3-Dihydro-1,3-diborete journal December 1991
The Measure of All Rings-N-Heterocyclic Carbenes journal August 2010
Cyclic Alkyl Amino Carbene (CAAC) Ruthenium Complexes as Remarkably Active Catalysts for Ethenolysis journal December 2014
Crystalline 1H-1,2,3-Triazol-5-ylidenes: New Stable Mesoionic Carbenes (MICs) journal May 2010
Simple and versatile synthesis of copper and silver N-heterocyclic carbene complexes in water or organic solvents journal January 2010
N,N′-Bis(2,2-dimethylpropyl)benzimidazolin-2-ylidene: A Stable Nucleophilic Carbene Derived from Benzimidazole journal June 1999
Bottleable (Amino)(Carboxy) Radicals Derived from Cyclic (Alkyl)(Amino) Carbenes journal December 2013
Spectroscopic Evidence for a Monomeric Copper(I) Hydride and Crystallographic Characterization of a Monomeric Silver(I) Hydride journal March 2017
A cyclic (alkyl)(amido)carbene: synthesis, study and utility as a desulfurization reagent journal January 2016
Cyclic Alkyl(amino) Carbene Stabilized Biradical of Disilicontetrachloride journal June 2014
Methyleneoxirane-cyclopropanone and related rearrangements in C3H4O cation radicals and neutral molecules. A quest for the oxyallyl intermediate journal July 1991
A Stable P-Heterocyclic Carbene journal March 2005
N , N ′-Diamidocarbenes: Isolable Divalent Carbons with Bona Fide Carbene Reactivity journal July 2016
Crystalline 1H-1,2,3-Triazol-5-ylidenes: New Stable Mesoionic Carbenes (MICs) journal May 2010
Generation and Trapping Reactions of a Formal 1:1 Complex between Singlet Carbon and 2,2′-Bipyridine journal February 1998
Experimental Assessment of the Strengths of B–B Triple Bonds journal January 2015
Interaction of PN with metal atoms in a krypton matrix journal January 1978
Das Maß aller Ringe - N-heterocyclische Carbene journal August 2010
A stable crystalline carbene journal January 1991
Stable (Amino)(phosphino)carbenes:  Difunctional Molecules journal June 2002
Simple Synthesis of Dicarbonyl(?-cyclopentadienyl)-(3,3-di-tert-butylallenylidene)managanese journal October 1976
A Comparison of the Stability and Reactivity of Diamido‐ and Diaminocarbene Copper Alkoxide and Hydride Complexes journal August 2015
Hybrid super electron donors – preparation and reactivity journal January 2012
Complexation of stable carbenes with alkali metals journal January 1999
Analogous .alpha.,.alpha.'-bis-carbenoid, triply bonded species: synthesis of a stable .lambda.3-phosphino carbene-.lambda.5-phosphaacetylene journal September 1988
Experimentelle Elektronendichteuntersuchung eines Silylons journal January 2014
Stable Cyclic (Alkyl)(Amino)Carbenes as Rigid or Flexible, Bulky, Electron-Rich Ligands for Transition-Metal Catalysts: A Quaternary Carbon Atom Makes the Difference journal September 2005
π-Bonding and the Lone Pair Effect in Multiple Bonds between Heavier Main Group Elements journal December 1999
Kinetic Selectivity of Olefin Metathesis Catalysts Bearing Cyclic (Alkyl)(Amino)Carbenes journal February 2008
Diaminocarbene[3]ferrocenophanes and Their Transition-Metal Complexes journal March 2008
The First Carbene Complex of a Diorganoberyllium:  Synthesis and Structural Characterization of Ph 2 Be( i -Pr-carbene) and Ph 2 Be( n -Bu 2 O) journal July 2006
Metal-Free Reductive Cleavage of CN and SN Bonds by Photoactivated Electron Transfer from a Neutral Organic Donor journal December 2013
Neutrale Dibor-Analoga von archetypischen aromatischen Verbindungen durch spontane Cycloaddition journal July 2016
Isolation of Cyclopropenylidene–Lithium Adducts: The Weiss–Yoshida Reagent journal October 2006
Mechanism of Nickel-Catalyzed Selective C–N Bond Activation in Suzuki-Miyaura Cross-Coupling of Amides: A Theoretical Investigation journal November 2016
An N , N ′-Diamidocarbene: Studies in C−H Insertion, Reversible Carbonylation, and Transition-Metal Coordination Chemistry journal November 2009
Ligand survey results in identification of PNP pincer complexes of iridium as long-lived and chemoselective catalysts for dehydrogenative borylation of terminal alkynes journal January 2015
Stable Cyclic (Alkyl)(Amino)Carbenes as Rigid or Flexible, Bulky, Electron-Rich Ligands for Transition-Metal Catalysts: A Quaternary Carbon Atom Makes the Difference journal September 2005
An Air-Stable Oxyallyl Radical Cation journal May 2013
Formation of Trichlorosilyl-Substituted Carbon-Centered Stable Radicals through the Use of π-Accepting Carbenes journal September 2013
Main-group elements as transition metals journal January 2010
Intramolecular “Hydroiminiumation and -amidiniumation” of Alkenes:  A Convenient, Flexible, and Scalable Route to Cyclic Iminium and Imidazolinium Salts journal April 2007
Synthesis and Reactivity of a CAAC-Aminoborylene Adduct: A Hetero-Allene or an Organoboron Isoelectronic with Singlet Carbenes journal September 2014
3-Dimethylamino-3-phenylallenyliden, ein neuer Ligand am Pentacarbonylchrom- und -wolfram-Gerüst journal October 1976
Reactions of Persistent Carbenes with Hydrogen-Terminated Silicon Surfaces journal June 2016
Einfache Synthese von Dicarbonyl(η-cyclopentadienyl)(3,3-di-tert-butylallenyliden)mangan journal October 1976
One-Electron-Mediated Rearrangements of 2,3-Disiladicarbene journal June 2014
Direct Evidence of a Dinuclear Copper Intermediate in Cu(I)-Catalyzed Azide-Alkyne Cycloadditions journal April 2013
Copper-catalyzed dehydrogenative borylation of terminal alkynes with pinacolborane journal January 2017
Z -Selective (Cross-)Dimerization of Terminal Alkynes Catalyzed by an Iron Complex journal April 2016
Catalytic dehydrogenative borylation of terminal alkynes by POCOP-supported palladium complexes journal January 2015
Comparative Reactivity of Different Types of Stable Cyclic and Acyclic Mono- and Diamino Carbenes with Simple Organic Substrates journal March 2014
Constructing a Stable Carbene with a Novel Topology and Electronic Framework journal November 2003
Ammonia N–H activation by a N,N′-diamidocarbene journal January 2010
Uncatalyzed Hydrogenation of First-Row Main Group Multiple Bonds journal October 2016
Cyclic (Amino)(aryl)carbenes (CAArCs) as Strong σ-Donating and π-Accepting Ligands for Transition Metals journal November 2015
Tetrathiafulvalene (TTF) derivatives: key building-blocks for switchable processes journal January 2009
An Isolable and Monomeric Phosphorus Radical That Is Resonance-Stabilized by the Vanadium(IV/V) Redox Couple journal April 2007
Bis(diisopropylamino)carben journal May 1996
Intramolecular “Hydroiminiumation” of Alkenes: Application to the Synthesis of Conjugate Acids of Cyclic Alkyl Amino Carbenes (CAACs) journal April 2007
Tuning the Electronic Properties of Carbenes: A Systematic Comparison of Neighboring Amino versus Amido Groups journal March 2012
Discovery and Development of Organic Super-Electron-Donors journal March 2014
Copper(I) Complexes Bearing Carbenes Beyond Classical N-Heterocyclic Carbenes: Synthesis and Catalytic Activity in “Click Chemistry” journal October 2015
CO Fixation to Stable Acyclic and Cyclic Alkyl Amino Carbenes: Stable Amino Ketenes with a Small HOMO–LUMO Gap journal May 2006
Carbene Stabilization of Highly Reactive Main-Group Molecules journal December 2011
Transition-Metal-like Behavior of Main Group Elements: Ligand Exchange at a Phosphinidene journal December 2016
3-Dimethylamino-3-phenylallenylidene, A Novel Ligand at the Pentacarbonyl-chromium and -tungsten Skeleton journal October 1976
P 4 Activation by Main Group Elements and Compounds journal July 2010
A Rigid Cyclic (Alkyl)(amino)carbene Ligand Leads to Isolation of Low-Coordinate Transition-Metal Complexes journal November 2005
Carbene-stabilized main group radicals and radical ions journal January 2013
Bridged structures in multiply bonded silicon compounds: Disilyne, protonated disilyne and disilene journal November 1984
Isolation of Neutral Mono- and Dinuclear Gold Complexes of Cyclic (Alkyl)(amino)carbenes journal July 2013
Diborabutatrien: ein elektronenarmes Cumulen journal May 2014
Determining the Ligand Properties of N-Heterocyclic Carbenes from 77 Se NMR Parameters : Ligand Properties of N-Heterocyclic Carbenes journal April 2015
Gold(I) and Gold(III) Complexes of Cyclic (Alkyl)(amino)carbenes journal November 2014
Neutral Diboron Analogues of Archetypal Aromatic Species by Spontaneous Cycloaddition journal July 2016
Isolation of a C5-Deprotonated Imidazolium, a Crystalline "Abnormal" N-Heterocyclic Carbene journal October 2009
Organische Elektronendonoren als leistungsfähige Ein-Elektronen-Reduktionsmittel in der organischen Synthese journal November 2013
A Cyclization-Rearrangement Cascade for the Synthesis of Structurally Complex Chiral Gold(I)-Aminocarbene Complexes journal July 2014
Cyclic Alkyl(amino) Carbene Stabilized Complexes with Low Coordinate Metals of Enduring Nature journal February 2016
The Fate of NHC-Stabilized Dicarbon journal January 2015
Ab initio and pseudopotential calculations on the singlet and triplet states of the disilyne isomers journal March 1984
Click chemistry: function follows form journal January 2010
Tuning Ground States of Bis(triarylamine) Dications: From a Closed-Shell Singlet to a Diradicaloid with an Excited Triplet State journal February 2014
Cyclic (Alkyl)(Amino)Carbene Complexes of Rhodium and Nickel and Their Steric and Electronic Parameters journal June 2016
Low-Temperature N 2 Binding to Two-Coordinate L 2 Fe 0 Enables Reductive Trapping of L 2 FeN 2 − and NH 3 Generation journal November 2014
Isolierung eines neutralen, Bor‐haltigen Radikals, stabilisiert durch ein cyclisches (Alkyl)(amino)carben journal June 2014
Phosphaalkene vs. phosphinidene: the nature of the P–C bond in carbonyl-decorated carbene → PPh adducts journal January 2014
Ein-, Zwei- und Drei-Elektronen-Reduktion eines CAAC-SbCl 3 - Addukts journal June 2014
A Triatomic Silicon(0) Cluster Stabilized by a Cyclic Alkyl(amino) Carbene journal January 2016
Carbene Activation of P4 and Subsequent Derivatization journal September 2007
Synthesis and Reactivity of Olefin Metathesis Catalysts Bearing Cyclic (Alkyl)(Amino)Carbenes journal September 2007
Cyclic Alkyl Amino Carbene (CAAC) Ruthenium Complexes as Remarkably Active Catalysts for Ethenolysis journal December 2014
Cp*-Substituted Boron Cations: The Effect of NHC, NHO, and CAAC Ligands journal November 2016
A Cationic Gold(I) Complex as a General Catalyst for the Intermolecular Hydroamination of Alkynes: Application to the One-Pot Synthesis of Allenes from Two Alkynes and a Sacrificial Amine journal March 2009
Formation of Trichlorosilyl-Substituted Carbon-Centered Stable Radicals through the Use of π-Accepting Carbenes journal September 2013
Determination of N-Heterocyclic Carbene (NHC) Steric and Electronic Parameters using the [(NHC)Ir(CO) 2 Cl] System journal January 2008
Neutral zero-valent s-block complexes with strong multiple bonding journal June 2016
Ein luftstabiles Oxyallyl-Radikalkation journal May 2013
Metal-Free Stabilization of Monomeric Antimony(I): A Carbene-Supported Stibinidene journal June 2014
Coinage Metals Binding as Main Group Elements: Structure and Bonding of the Carbene Complexes [TM(cAAC) 2 ] and [TM(cAAC) 2 ] + (TM = Cu, Ag, Au) journal November 2014
Effective Modulation of the Donor Properties of N-Heterocyclic Carbene Ligands by “Through-Space” Communication within a Planar Chiral Scaffold journal October 2007
A Stable P-Heterocyclic Carbene journal March 2005
Diverse reactivity of a tricoordinate organoboron L 2 PhB: (L = oxazol-2-ylidene) towards alkali metal, group 9 metal, and coinage metal precursors journal January 2015
Ambient-Temperature Isolation of a Compound with a Boron-Boron Triple Bond journal June 2012
Gold-Catalyzed Hydroamination of Alkynes and Allenes with Parent Hydrazine journal May 2011
Multiple complexation of CO and related ligands to a main-group element journal June 2015
Gold-Catalyzed Hydroarylation of Alkenes with Dialkylanilines journal September 2014
Advances in selective activation and application of ammonia in homogeneous catalysis journal January 2010
A soluble molecular variant of the semiconducting silicondiselenide journal January 2015
Oxidative Addition at a Carbene Center: Synthesis of an Iminoboryl-CAAC Adduct journal November 2014
Isolation of a Cyclic (Alkyl)(amino)germylene journal July 2016
Stabilization of Heterodiatomic SiC Through Ligand Donation: Theoretical Investigation of SiC(L) 2 (L=NHC Me , CAAC Me , PMe 3 ) journal July 2015
Synthesis of Hemilabile Cyclic (Alkyl)(amino)carbenes (CAACs) and Applications in Organometallic Chemistry journal June 2016
Overturning Established Chemoselectivities: Selective Reduction of Arenes over Malonates and Cyanoacetates by Photoactivated Organic Electron Donors journal July 2013
Catalytic Anti-Markovnikov Hydrobromination of Alkynes journal June 2014
Abnormal C5-Bound N-Heterocyclic Carbenes:  Extremely Strong Electron Donor Ligands and Their Iridium(I) and Iridium(III) Complexes journal May 2004
Persistent Antimony- and Bismuth-Centered Radicals in Solution journal July 2014
Synthesis and Ligand Properties of Stable Five‐Membered‐Ring Allenes Containing Only Second‐Row Elements journal July 2008
Donor–acceptor bonding in novel low-coordinated compounds of boron and group-14 atoms C–Sn journal January 2016
The Complexed Triphosphaallyl Radical, Cation, and Anion Family journal March 2009
Catalytic Dehydrogenative Borylation of Terminal Alkynes by a SiNN Pincer Complex of Iridium journal February 2013
Trinuclear Gold Clusters Supported by Cyclic (alkyl)(amino)carbene Ligands: Mimics for Gold Heterogeneous Catalysts journal July 2014
N-Heterocyclic Carbene Catalyzed Domino Reactions journal November 2011
Nonmetal-Mediated Fragmentation of P 4 : Isolation of P 1 and P 2 Bis(carbene) Adducts journal July 2009
Cross-Coupling Reactions between Stable Carbenes journal May 2014
Two-Coordinate Fe 0 and Co 0 Complexes Supported by Cyclic (alkyl)(amino)carbenes journal June 2014
Group 1 and 2 cyclic (alkyl)(amino)carbene complexes journal January 2015
Cyclic (alkyl)(amino)carbene gold(I) complexes: A synthetic and structural investigation journal April 2008
Cyclic (Alkyl)amino Carbene Based Iron Catalyst for Regioselective Dimerization of Terminal Arylalkynes journal October 2016
Rearrangement of a 2-Methylenecyclobutanone Derivative Triggered by Photoinduced Electron Transfer:  An Unprecedented Oxa Analogue of the Tetramethyleneethane Radical Cation journal January 2004
Reductive generation of stable, five-membered N,N′-diamidocarbenes journal January 2014
Early-Transition-Metal-Mediated Activation and Transformation of White Phosphorus journal July 2010
An overview of N-heterocyclic carbenes journal June 2014
Tuning Crystal Ordering, Electronic Structure, and Morphology in Organic Semiconductors: Tetrathiafulvalenes as a Model Case journal October 2015
31 P NMR Chemical Shifts of Carbene-Phosphinidene Adducts as an Indicator of the π-Accepting Properties of Carbenes journal January 2013
Ligand mediated iron catalyzed dimerization of terminal aryl alkynes: scope and limitations journal January 2014
Cooperative Catalysis and Activation with N-Heterocyclic Carbenes journal October 2016
Isolation of a Carbene-Stabilized Phosphorus Mononitride and Its Radical Cation (PN +. ) journal July 2010
Singlet (Phosphino)phosphinidenes are Electrophilic journal June 2016
A Stable Dimer of SiS 2 Arranged between Two Carbene Molecules journal July 2015
Tetrathiafulvalenes as building blocks in supramolecular chemistry II journal January 2000
NHC-CAAC Heterodimers with Three Stable Oxidation States journal September 2016
Steric effects of phosphorus ligands in organometallic chemistry and homogeneous catalysis journal June 1977
Computational study of Si2H and Si2H2 species as candidates of interstellar molecules
  • Osamura, Yoshihiro; Kaiser, Ralf I.
  • ASTROCHEMISTRY: From Laboratory Studies to Astronomical Observations, AIP Conference Proceedings https://doi.org/10.1063/1.2359567
conference January 2006
A Crystalline Phosphinyl Radical Cation journal August 2010
Synthesis and Characterization of a Triphenyl-Substituted Radical and an Unprecedented Formation of a Carbene-Functionalized Quinodimethane journal March 2014
Main-Group Metallomimetics: Transition Metal-like Photolytic CO Substitution at Boron journal January 2017
Erzeugung und Abfangreaktionen eines formalen 1:1-Komplexes aus Singulett-Kohlenstoff und 2,2′-Bipyridin journal February 1998
Organic Mixed Valence journal August 2011
[Bis(diisopropylamino)phosphino]trimethylsilylcarbene: A Stable Nucleophilic Carbene journal May 1989
Activation of SiH, BH, and PH Bonds at a Single Nonmetal Center journal October 2010
Air-Stable (CAAC)CuCl and (CAAC)CuBH 4 Complexes as Catalysts for the Hydrolytic Dehydrogenation of BH 3 NH 3 journal March 2015
Stable Cubic Phosphorus-Containing Radicals journal January 2004
Aza-Morita–Baylis–Hillman reactions catalyzed by a cyclopropenylidene journal January 2016
Metal-free binding and coupling of carbon monoxide at a boron–boron triple bond journal October 2013
A Cyclic Diaminocarbene with a Pyramidalized Nitrogen Atom: A Stable N-Heterocyclic Carbene with Enhanced Electrophilicity journal May 2012
Silicon based radicals, radical ions, diradicals and diradicaloids journal January 2016
Bonding situation in silicon complexes [(L) 2 (Si 2 )] and [(L) 2 (Si)] with NHC and cAAC ligands journal September 2015
A Brief Survey of Our Contribution to Stable Carbene Chemistry journal October 2011
A Two-Coordinate Cyclic (Alkyl)(amino)silylene: Balancing Thermal Stability and Reactivity journal November 2016
Facile Splitting of Hydrogen and Ammonia by Nucleophilic Activation at a Single Carbon Center journal April 2007
Olefin Metathesis-Active Ruthenium Complexes Bearing a Nucleophilic Carbene Ligand journal March 1999
Estimation of σ-Donation and π-Backdonation of Cyclic Alkyl(amino) Carbene-Containing Compounds journal December 2015
Electron transfer properties of active aldehydes derived from thiamin coenzyme analogues journal January 1997
Preparation, Structure, and Reactivity of 1,3,4-Triphenyl-4,5-dihydro-1H-1,2,4-triazol-5-ylidene, a New Stable Carbene journal May 1995
Isolation of a Neutral P 8 Cluster by [2+2] Cycloaddition of a Diphosphene Facilitated by Carbene Activation of White Phosphorus journal April 2013
A Stable Anionic N-Heterocyclic Carbene and Its Zwitterionic Complexes journal August 2008
Von einem elektronenreichen Bis(boraketenimin) zu einem elektronenarmen Diboren journal February 2015
N-Heterocyclic carbenes versus transition metals for stabilizing phosphinyl radicals journal January 2011
Editors' Choice journal January 2015

Cited By (108)

Cyclic amino(carboranyl) silylene: synthesis, structure and reactivity journal January 2018
Silanylidene and Germanylidene Anions: Valence-Isoelectronic Species to the Well-Studied Phosphinidene journal August 2018
Saturated NHC Derived Dichalcogen Dications journal June 2020
Synthesis and reactivity of thiolate-bridged multi-iron complexes supported by cyclic (alkyl)(amino)carbene journal January 2017
The 13 C chemical shift and the anisotropy effect of the carbene electron-deficient centre: Simple means to characterize the electron distribution of carbenes journal January 2020
Neutral and cationic cyclic (alkyl)(amino)carbene mercury [cAAC–Hg( ii )] complexes: scope of hydroamination of alkynes with organomercury compounds journal January 2018
Selective Arene Hydrogenation for Direct Access to Saturated Carbo- and Heterocycles journal April 2019
Phosphine‐Stabilized Diiododiborenes: Isolable Diborenes with Six Labile Bonds journal March 2019
Kekulé diradicaloids derived from a classical N-heterocyclic carbene journal January 2018
From stable Sb- and Bi-centered radicals to a compound with a Ga=Sb double bond journal January 2018
Persistent Borafluorene Radicals journal February 2020
Isolation of base stabilized fluoroborylene and its radical cation journal January 2019
Highly efficient blue organic light-emitting diodes based on carbene-metal-amides text January 2020
A tropylium annulated N-heterocyclic carbene journal January 2020
Mono- and Dicoordinate Germanium(0) as a Four-Electron Donor journal January 2018
Metalation behavior of a bis-saturated NHC ligand with a flexible m -xylyl linker journal January 2018
CO 2 Binding and Splitting by Boron-Boron Multiple Bonds journal April 2018
Transition-Metal-Like Behavior of Monovalent Boron Compounds: Reduction, Migration, and Complete Cleavage of CO at a Boron Center journal April 2018
Frontiers in molecular p-block chemistry: From structure to reactivity journal January 2019
Observation of Carbodicarbene Ligand Redox Noninnocence in Highly Oxidized Iron Complexes journal November 2018
A New Class of Neutral Boron-Based Diradicals Spanned by a Two-Carbon-Atom Bridge journal January 2019
Oxidative addition of elemental selenium to 1,4,2,5-diazadiborinine journal January 2019
Carbenes and Nitrenes: Recent Developments in Fundamental Chemistry journal August 2018
Mono‐ and Bis(imidazolidinium ethynyl) Cations and Reduction of the Latter To Give an Extended Bis‐1,4‐([3]Cumulene)‐ p ‐carboquinoid System journal January 2018
Double dative bond between divalent carbon(0) and uranium journal November 2018
Palladacycles bearing COOH-/ester-functionalized N-heterocyclic carbenes: Divergent syntheses and catalytic applications: Palladacycles of Functionalized N-Heterocyclic Carbenes journal January 2019
Single and double activation of acetone by isolobal BN and BB triple bonds journal January 2018
Boron carbonyl complexes analogous to hydrocarbons journal January 2018
Facile Cleavage of the P=P Double Bond in Vinyl-Substituted Diphosphenes journal December 2018
Reactions of a BICAAC with hydroboranes: propensity for Lewis adduct formation and carbene insertion into the B–H bond journal January 2019
Cobaltocenylidene: A Mesoionic Metalloceno Carbene, Stabilized in a Gold(III) Complex journal February 2018
N-Heterocyclic Carbene Analogues of Thiele and Chichibabin Hydrocarbons journal April 2018
Imino-stabilised phosphinidene (or azaphosphole?) and some of its derivatives journal January 2018
Reactivity of a Dihydrodiborene with CO: Coordination, Insertion, Cleavage, and Spontaneous Formation of a Cyclic Alkyne journal October 2017
Coordination Behavior of a Planar Chiral Cyclic (Amino)(Ferrocenyl)Carbene Ligand in Iridium Complexes journal September 2017
London Dispersion Interactions in Pnictogen Cations [ECl 2 ] + and [E=E] 2+ (E=P, As, Sb) Supported by Anionic N ‐Heterocyclic Carbenes journal December 2018
Radicals derived from Lewis acid/base pairs journal January 2019
Facile addition of E–H bonds to a dicarbondiphosphide journal January 2020
Carbene-Stabilized Exceptional Silicon Halides journal November 2018
Coumaraz-2-on-4-ylidene: Ambiphilic N-Heterocyclic Carbenes with a Tunable Electronic Structure journal June 2018
Zwitterionic Mixed-Carbene Coinage Metal Complexes: Synthesis, Structures, and Photophysical Studies: Zwitterionic Mixed-Carbene Coinage Metal Complexes: Synthesis, Structures, and Photophysical Studies journal July 2019
Carbene derived diradicaloids – building blocks for singlet fission? journal January 2018
Unveiling the redox-active character of imidazolin-2-thiones derived from amino-substituted N-heterocyclic carbenes journal January 2018
S–H Bond Activation in Hydrogen Sulfide by NHC-Stabilized Silyliumylidene Ions journal May 2018
Formazanate Complexes of Hypervalent Group 14 Elements as Precursors to Electronically Stabilized Radicals journal June 2018
Neutral, Cationic and Hydride-substituted Siloxygermylenes journal September 2018
A Main‐Group Element Radical Based One‐Dimensional Magnetic Chain journal April 2019
A Redox‐Confused Bismuth(I/III) Triamide with a T‐Shaped Planar Ground State journal May 2019
Visible-Light Catalytic Photooxygenation of Monoterpene Indole Alkaloids: Access to Spirooxindole-1,3-oxazines journal June 2018
The serendipitous discovery of a readily available redox-bistable molecule derived from cyclic(alkyl)(amino)carbenes journal January 2018
Synthesis, structure and DFT calculations of mononuclear cyclic (alkyl)(amino) carbene supported titanium( ii ) complexes journal January 2019
Planar‐Chiral Ferrocene‐Based N‐Heterocyclic Carbene Ligands journal November 2018
Einfacher Zugang zum ersten stabilen {BH 2 } − Dihydroborylanion journal October 2018
Yellow Circularly Polarized Luminescence from C 1 ‐Symmetrical Copper(I) Complexes journal November 2019
Synthesis and characterization of Lewis base stabilized mono- and di-organo aluminum radicals journal January 2017
Hydrierung borylierter Aromaten journal December 2018
Tandem copper hydride–Lewis pair catalysed reduction of carbon dioxide into formate with dihydrogen journal October 2018
Control over the Redox Cooperative Mechanism of Radical Carbene Transfer Reactions for the Efficient Active‐Metal‐Template Synthesis of [2]Rotaxanes journal June 2020
New Aspects of Recently Developed Rhodium(N‐Heterocyclic Carbene)‐Catalyzed Organic Transformations journal January 2019
Nitrogen-Based Lewis Acids: Synthesis and Reactivity of a Cyclic (Alkyl)(Amino)Nitrenium Cation journal February 2018
Intramolecular Ring‐Expansion Reaction (RER) and Intermolecular Coordination of In Situ Generated Cyclic (Amino)(aryl)carbenes (cAArCs) journal August 2019
Transmetalation from Magnesium–NHCs—Convenient Synthesis of Chelating π-Acidic NHC Complexes journal May 2019
Highly efficient blue organic light-emitting diodes based on carbene-metal-amides. text January 2020
Metal-free dehydropolymerisation of phosphine-boranes using cyclic (alkyl)(amino)carbenes as hydrogen acceptors journal March 2019
Isolation of Cyclic(Alkyl)(Amino) Carbene–Bismuthinidene Mediated by a Beryllium(0) Complex journal February 2019
Comprehensive Basicity Scales for N‐Heterocyclic Carbenes in DMSO: Implications on the Stabilities of N‐Heterocyclic Carbene and CO 2 Adducts journal December 2019
Zinc-Containing Radical Anions via Single Electron Transfer to Donor-Acceptor Adducts journal February 2018
An imine–gallium Lewis pair stabilized oxophosphinidene via an unexpected phosphirene rearrangement journal January 2018
N‐Heterocyclic Carbene–Phosphinidene Adducts: Synthesis, Properties, and Applications journal June 2018
Benchmark study of popular density functionals for calculating binding energies of three-center two-electron bonds journal December 2018
Hydrogenation of Borylated Arenes journal May 2019
Facile Synthesis of a Stable Dihydroboryl {BH 2 } − Anion journal November 2018
N-Heterocyclic Carbene Analogues of Thiele and Chichibabin Hydrocarbons journal April 2018
Me CAAC=N − : A Cyclic (Alkyl)(Amino)Carbene Imino Ligand journal January 2020
Iron N-heterocyclic carbene complexes in homogeneous catalysis journal January 2020
Stable Diporphyrinylaminyl Radical and Nitrenium Ion journal June 2018
Observation of Carbodicarbene Ligand Redox Noninnocence in Highly Oxidized Iron Complexes journal November 2018
Aromaticity and sterics control whether a cationic olefin radical is resistant to disproportionation journal January 2020
Boron-based stepwise dioxygen activation with 1,4,2,5-diazadiborinine journal January 2019
Crystalline Divinyldiarsenes and Cleavage of the As=As Bond journal May 2019
An Isolable Terminal Imido Complex of Palladium and Catalytic Implications journal December 2018
New Insights in Frustrated Lewis Pair Chemistry with Azides journal September 2019
Azo‐MICs: Redox‐Active Mesoionic Carbene Ligands Derived from Azoimidazolium Dyes journal January 2019
Synthesis of Cyclic Alkyl(amino) Carbene Stabilized Silylenes with Small N‐Donating Substituents journal December 2018
Large CuI8 chalcogenone cubic cages with non-interacting counter ions journal January 2017
A Redox‐Confused Bismuth(I/III) Triamide with a T‐Shaped Planar Ground State journal June 2019
Borane-Catalyzed Cross-Metathesis Strategy for Facile Transformation of Cyclic (Alkyl)(Amino)Germylenes journal December 2018
Die selektive Arenhydrierung bietet einen direkten Zugang zu gesättigten Carbo‐ und Heterocyclen journal April 2019
Tuning electronic structure through halide modulation of mesoionic carbene cobalt complexes journal January 2020
CO 2 -Fixierung und Spaltung durch unpolare Mehrfachbindungen journal April 2018
Metal‐Free Electrochemical Reduction of Carbon Dioxide Mediated by Cyclic(Alkyl)(Amino) Carbenes journal February 2019
Reaction of sterically encumbered phenols, TEMPO-H, and organocarbonyl insertion reactions with L-AlH 2 (L = HC(MeCNDipp) 2 , Dipp = 2,6-diisopropylphenyl) journal January 2017
Synthesis and reduction chemistry of mixed-Lewis-base-stabilised chloroborylenes journal January 2019
Electronic and Ligand Properties of Skeletally Substituted Cyclic (Alkyl)(Amino)Carbenes (CAACs) and Their Reactivity towards Small Molecule Activation: A Theoretical Study journal July 2017
Cyclic(Alkyl)(Amino)Carbene (CAAC)‐Supported Zn Alkyls: Synthesis, Structure and Reactivity in Hydrosilylation Catalysis journal May 2019
Experimental and quantum chemical studies of anionic analogues of N-heterocyclic carbenes journal January 2018
Towards Sustainable Catalysis – Highly Efficient Olefin Metathesis in Protic Media Using Phase Labelled Cyclic Alkyl Amino Carbene (CAAC) Ruthenium Catalysts journal April 2020
An air-stable N-heterocyclic carbene iminoxyl borate radical zwitterion journal January 2018
NHC‐Coordinated Diphosphene‐Stabilized Gold(I) Hydride and Its Reversible Conversion to Gold(I) Formate with CO 2 journal September 2019
Facile insertion of a cyclic alkyl(amino) carbene carbon into the B–B bond of diboron(4) reagents journal January 2017
Engineering the Frontier Orbitals of a Diazadiborinine for Facile Activation of H 2 , NH 3 , and an Isonitrile journal May 2018
Direct access to a cAAC-supported dihydrodiborene and its dianion journal January 2018
Role of C, S, Se and P donor ligands in copper( i ) mediated C–N and C–Si bond formation reactions journal January 2018
Stable and Persistent Acyclic Diaminocarbenes with Cycloalkyl Substituents and Their Transformation to β-Lactams by Uncatalysed Carbonylation with CO journal December 2018
2-Phospha- and 2-Arsaethynolates - Versatile Building Blocks in Modern Synthetic Chemistry: 2-Phospha- and 2-Arsaethynolates - Versatile Building Blocks in Modern Synthetic Chemistry journal May 2018
Oxidative addition of carbon dioxide into mesoionics journal January 2019
Intercepting a Transient Phosphino‐Arsinidene journal June 2018
Dioxygen activation with stable N-heterocyclic carbenes journal January 2019

Similar Records

Cyclic (Alkyl)(amino)carbenes (CAACs) in Ruthenium Olefin Metathesis
Journal Article · Wed Jan 20 00:00:00 EST 2021 · ACS Catalysis · OSTI ID:1533103
+1 more
Titanium Imido Complexes by Displacement of –SiMe 3 and C–H Bond Activation in a Ti III Amido Complex, Promoted by a Cyclic (Alkyl)(Amino) Carbene (cAAC)
Journal Article · Thu May 11 00:00:00 EDT 2017 · European Journal of Inorganic Chemistry · OSTI ID:1533103
+1 more
Cyclic alkyl amino carbene (CAAC) ruthenium complexes as remarkably active catalysts for ethenolysis
Journal Article · Wed Dec 17 00:00:00 EST 2014 · Angewandte Chemie (International Edition) · OSTI ID:1533103
+5 more

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
chemistry
carbenes
cyclic (alkyl)(amino)carbenes - (CAACs)
homogeneouscatalysis
transition metals