Issue 19, 2012
From the journal:

Dalton Transactions

Synthesis, crystal structures and reactivity of copper(i) amidate complexes with aryl halides: insight into copper(i)-catalyzed Goldberg reaction†

Xinfang Liu,ab   Songlin Zhanga  and  Yuqiang Ding*a  

* Corresponding authors

a The Key Laboratory of Food Colloids and Biotechnology, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi, P.R. China
E-mail: yding@jiangnan.edu.cn
Fax: +86-510-85917763
Tel: +86-510-85917763

b College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang, P.R. China

Abstract

In this paper, copper(I) amidate complexes (2–3), proposed intermediates in copper-catalyzed Goldberg reaction, have been prepared and characterized by elemental analysis, IR, 1H NMR and X-ray crystallography. Ancillary ligand bis(diphenylphosphino)ferrocene (dppf) has contributed greatly to the stability of the copper–amidate complexes due to its strong chelating ability and weak intermolecular interactions. Thermal gravimetric analyses are carried out to determine the thermal competency of complexes 2–3 as the intermediates of the high-temperature Goldberg reactions. Reaction of complexes 2 and 3 with aryl halides generates the N-arylation products 5–8, accompanied by the formation of a copper(I) complex Cu(dppf)X (X = I or Br) 4, which has been determined by LC-MS analysis. These results provide new evidence for the mechanism of copper(I)-catalyzed Goldberg reaction.

Graphical abstract: Synthesis, crystal structures and reactivity of copper(i) amidate complexes with aryl halides: insight into copper(i)-catalyzed Goldberg reaction

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Article information

DOI
https://doi.org/10.1039/C2DT00050D
Article type
Paper
Submitted
08 Jan 2012
Accepted
07 Mar 2012
First published
08 Mar 2012

Dalton Trans., 2012,41, 5897-5902

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Synthesis, crystal structures and reactivity of copper(I) amidate complexes with aryl halides: insight into copper(I)-catalyzed Goldberg reaction

X. Liu, S. Zhang and Y. Ding, Dalton Trans., 2012, 41, 5897 DOI: 10.1039/C2DT00050D

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