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Heterogenised N-heterocyclic carbene complexes: synthesis, characterisation and application for hydroformylation and C-C bond formation reactions

Dastgir, Sarim; Coleman, Karl S.; Green, Malcolm L.H.

Authors

Sarim Dastgir

Malcolm L.H. Green



Abstract

The imidazolium salts: 1-mesityl-3-(3-trimethoxysilylpropyl) imidazolium iodide and 1-tert-butyl-3-(3-trimethoxysilylpropyl) imidazolium iodide, abbreviated as (tmpMes)HI (3a) and (tmptBu)HI (3b), respectively, have been synthesised. The palladium(II) complexes (eta(3)-C3H5) (tmpMes) PdCl (5a) and (eta(3)-C3H5)(tmp(t)Bu)PdCl (5b), rhodium(I) and iridium(I) complexes (eta(4)-1,5-COD) (tmpMes)MCl, M = Rh (6a), Ir (7a) and (eta 4-1,5-COD)(tmp(t)Bu)MCl, where M = Rh (6b), Ir (7b), were synthesised by silver transmetallation reactions using the silver(I) complexes (tmpMes)AgI (4a) and (tmptBu) AgI (4b). The iridium complex 7b has been structurally characterised. The Pd(II) and Rh(I) complexes have been immobilised by attachment to chemically modified MCM-41. The immobilised palladium(II) materials have been tested as recyclable catalysts for Suzuki type C-C bond formation reactions in water and the immobilised rhodium(I) materials have been examined for their catalytic ability for the hydroformylation of 1-octene.

Citation

Dastgir, S., Coleman, K. S., & Green, M. L. (2011). Heterogenised N-heterocyclic carbene complexes: synthesis, characterisation and application for hydroformylation and C-C bond formation reactions. Dalton Transactions, 40(3), 661-672. https://doi.org/10.1039/c0dt00760a

Journal Article Type Article
Publication Date 2011
Deposit Date May 21, 2014
Journal Dalton Transactions
Print ISSN 1477-9226
Electronic ISSN 1477-9234
Publisher Royal Society of Chemistry
Peer Reviewed Peer Reviewed
Volume 40
Issue 3
Pages 661-672
DOI https://doi.org/10.1039/c0dt00760a
Keywords cross-coupling reactions supported palladium catalyst transition-metal-complexes sigma-allylic complexes x-ray-structure molecular-sieves organometallic catalysis iridium complexes rhodium complexes chiral catalysts
Public URL https://durham-repository.worktribe.com/output/1454455