Abstract
This work presents two complexes with general formula [RuCl3(NO)(PHOX)] (PHOX = 2-[2-(diphenylphosphino)phenyl]-4,4-dimethyl-2-oxazoline). Reaction of the PHOX ligand with [RuCl3(H2O)2(NO)] in refluxing methanol afforded fac-[RuCl3(NO)(PHOX)] (1), whereas exposure of a dichloromethane solution of complex 1 to ambient light gave mer,trans-[RuCl3(NO)(PHOX)] (2). On the other hand, reflux of complex 2 in methanol for 3 h resulted in thermal isomerization, to furnish complex 1. 1H and 31P NMR, elemental analysis, vibrational spectroscopy, UV–Vis, cyclic voltammetry, and X-ray diffractometry (for complex 2) aided characterization of the complexes. This work also compares the chemical properties of complexes 1 and 2 with the properties of similar complexes bearing PMA ([o-(N,N-dimethylamino)phenyl]diphenylphosphine, DPPE (1,2-bis(diphenylphosphino)ethane), and DPPP (1,3-bis(diphenylphosphino)propane); it also offers some insight into photo- and thermal isomerization mechanisms.
Similar content being viewed by others
References
Braunstein P (2004) J Organomet Chem 689(24):3953–3967
Naud PBAF (2001) Angewandte Chemie 40:680–699
Rauchfuss TB, Patino FT, Roundhill DM (1975) Inorg Chem 14(3):652–656
Mudalige DC, Ma ESF, Rettig SJ, James BR, Cullen WR (1997) Inorg Chem 36(24):5426
Ma ESF, Rettig SJ, James BR (1999) Chemical Communications 24:2463–2464
Pamplin CB, Ma ESF, Safari N, Rettig SJ, James BR (2001) J Am Chem Soc 123(35):8596–8597
da Silva JP, Caetano FR, Cavarzan DA, Fagundes FD, Romualdo LL, Ellena J, Jaworska M, Lodowski P, Barison A, de Araujo MP (2011) Inorg Chim Acta 373(1):8–18
Fagundes FD, da Silva JP, Veber CL, Barison A, Pinheiro CB, Back DF, de Sousa JR, de Araujo MP (2012) Polyhedron 42(1):207–215. doi:10.1016/j.poly.2012.05.016
Cavarzan DA, Caetano FR, Romualdo LL, do Nascimento FB, Batista AA, Ellena J, Barison A, de Araujo MP (2006) Inorg Chem Commun 9(12):1247–1250
Kunz PC, Thiel I, Noffke AL, Reiß GJ, Mohr F, Spingler B (2012) J Organomet Chem 697(1):33–40
Aliende C, Pérez-Manrique M, Jalón FA, Manzano BR, Rodríguez AM, Cuevas JV, Espino G, Martínez MÁ, Massaguer A, González-Bártulos M, de Llorens R, Moreno V (2012) J Inorg Biochem 117:171–188
García-Álvarez R, García-Garrido SE, Díez J, Crochet P, Cadierno V (2012) Eur J Inorg Chem 2012(26):4218–4230
Wajda-Hermanowicz K, Ciunik Z, Kochel A (2006) Inorg Chem 45(8):3369–3377
Curvey N, Widaman AK, Rath NP, Bauer EB (2014) Tetrahedron Lett 55(19):3033–3037
Albrecht C, Gauthier S, Wolf J, Scopelliti R, Severin K (2009) Eur J Inorg Chem 2009(8):1003–1010
Langer T, Helmchen G (1996) Tetrahedron Lett 37(9):1381–1384
Wang YL, Liu DL, Meng QH, Zhang WB (2009) Tetrahedron-Asymmetry 20(21):2510–2512
Fritz HP, Gordon IR, Schwarzhans KE, Venanzi LM (1965) 969. J Chem Soc (Resumed):5210–5216
Mann FG, Watson J (1948) J Org Chem 13(4):502–531
Tolmachev AA, Yurchenko AA, Merculov AS, Semenova MG, Zarudnitskii EV, Ivanov VV, Pinchuk AM (1999) Heteroat Chem 10(7):585–597
Peer M, de Jong JC, Kiefer M, Langer T, Rieck H, Schell H, Sennhenn P, Sprinz J, Steinhagen H, Wiese B, Helmchen G (1996) Tetrahedron 52(21):7547–7583
da Silva JP, Fagundes FD, Back DF, Ellena J, de Araujo MP (2015) Cationic ruthenium-nitrosyl complexes with general formula [RuCl2(NO)(P-N)(PR3)]+: effect of PR3 ligands. Polyhedron (submitted)
Fergusson JE, Coll RK (1993) Inorg Chim Acta 207(2):191–197
Innorta G, Foffani A, Torroni S, Serrazanetti G (1979) Inorg Chim Acta 35:189–196
Chatt J, Shaw BL (1966) J Chem Soc A Inorg Phys Theor 0:1811–1812
Correa RS, Barolli JP, Barbosa MIF, Ellena J, Batista AA (2013) J Mol Struct 1048:11–17
Von Poelhsitz G, Bogado AL, de Araujo MP, Selistre-de-Araujo HS, Ellena J, Castellano EE, Batista AA (2007) Polyhedron 26(16):4707–4712
Von Poelhsitz G, de Lima RC, Carlos RM, Ferreira AG, Batista AA, de Araujo AS, Ellena J, Castellano EE (2006) Inorg Chim Acta 359(9):2896–2909
Sheldrick GM (2008) Acta Cryst. A64:112–122
Fletcher JM, Jenkins IL, Lever FM, Martin FS, Powell AR, Todd R (1955) J Inorg Nucl Chem 1(6):378–401
Wüstenberg B, Pfaltz A (2008) Adv Synth Catal 350(1):174–178
Coe BJ, Glenwright SJ (2000) Coord Chem Rev 203:5–80
Queiroz SL, Batista AA, Oliva G, Gambardella M, Santos RHA, MacFarlane KS, Rettig SJ, James BR (1998) Inorg Chim Acta 267(2):209–221
Lopes LGF, Castellano EE, Ferreira AG, Davanzo CU, Clarke MJ, Franco DW (2005) Inorg Chim Acta 358(10):2883–2890
Von Poelhsitz G, de Araujo MP, de Oliveira LAA, Queiroz SL, Ellena J, Castellano EE, Ferreira AG, Batista AA (2002) Polyhedron 21(22):2221–2225
Garrou PE (1981) Chem Rev 81(3):229–266
Garrou PE (1975) Inorg Chem 14(6):1435–1439
Aullon G, Alvarez S, Cao R, Ortiz M, Diaz-Garcia AM (2009) Inorg Chim Acta 362(12):4651–4658
Calandreli I, Oliveira FD, Liang GG, da Rocha ZN, Tfouni E (2009) Inorg Chem Commun 12(7):591–595
Golfeto CC, Von Poelhsitz G, Selistre-de-Araujo HS, de Araujo MP, Ellena J, Castellano EE, Lopes LGL, Moreira IS, Batista AA (2010) J Inorg Biochem 104(5):489–495
Von Poelhsitz G, Bogado AL, Liao LM, Ferreira AG, Castellano EE, Ellena J, Batista AA (2010) Polyhedron 29(1):280–287
Cavarzan DA, Fagundes FD, Fuganti O, da Silva CWP, Pinheiro CB, Back DF, Barison A, Bogado AL, de Araujo MP (2013) Polyhedron 62:75–82
Coppens P, Novozhilova I, Kovalevsky A (2002) Chem Rev 102(4):861–883
Nguyen DH, Daran J-C, Mallet-Ladeira S, Davin T, Maron L, Urrutigoity M, Kalck P, Gouygou M (2013) Dalton Trans 42(1):75–81
Gavriluta A, Büchel GE, Freitag L, Novitchi G, Tommasino JB, Jeanneau E, Kuhn P-S, González L, Arion VB, Luneau D (2013) Inorg Chem 52(11):6260–6272
Reichardt C (2004) Empirical parameters of solvent polarity. In: Reichardt C (ed) Solvents and solvent effects in organic chemistry. Wiley-VCH Verlag GmbH & Co. KGaA, London, pp 389–469
Lide DR (ed) (2006) Handbook of chemistry and physics, 87th edn. CRC, Boca Raton
Acknowledgments
The authors are grateful to CNPq, CAPES (PROCAD/NF 2009 and CAPES/UdelaR 2010), FINEP, and NENNAM (PRONEX F. Araucária/CNPq protocolo 17378) for financial support, and to Johnson Matthey plc for the loan of RuCl3 (to M.P.A).
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
da Silva, J.P., Lordello, L.D., de Oliveira, A.R.M. et al. Ruthenium nitrosyl complexes [RuCl3(NO)(P–N)] bearing an oxazoline-derived P–N ligand (PHOX). Transition Met Chem 40, 363–370 (2015). https://doi.org/10.1007/s11243-015-9925-2
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11243-015-9925-2