Issue 35, 2009

Stable crystalline annulated diaminocarbenes: coordination with rhodium(i), iridium(i) and catalytic hydroformylation studies

Abstract

Stable annulated diaminocarbene ligands 7,9-bis(2,4,6-trimethylphenyl)-6b,9a-dihydroace naphtha[1,2-d]imidazolin-2-ylidene and 7,9-bis(2,6-diisopropylphenyl)-6b,9a-dihydroacenaphtho[1,2-d]imidazolin-2-ylidene; designated as (BIAN-SIMes, 5a,) and (BIAN-SIPr, 5b), respectively, have been prepared. The base dependent decomposition of imidazolinium salts via ring opening at the backbone was also observed. The corresponding rhodium(I) and iridum(I) complexes (η4-1,5-COD)M(BIAN-SIMes)Cl and (η4-1,5-COD)M(BIAN-SIPr)Cl; M= Rh (6a, 6b) and Ir (7a, 7b) have been synthesised by the reaction of free carbene with [M(η4-1,5-COD)(μ-Cl)]2; where M= Rh, Ir. The cationic Ir(I) complexes [(η4-1,5-COD)Ir(BIAN-SIMes)Py]BF48a and [(η4-1,5-COD)Ir(BIAN -SIPr)Py]PF68b have also been synthesised. Compounds 4b, 5a, 6a, 6b, 7b and 8b have been structurally characterised. The catalytic activities for the rhodium(I) complexes 6a and 6b were evaluated for the hydroformylation of 1-octene.

Graphical abstract: Stable crystalline annulated diaminocarbenes: coordination with rhodium(i), iridium(i) and catalytic hydroformylation studies

Supplementary files

Article information

Article type
Paper
Submitted
30 Mar 2009
Accepted
26 Jun 2009
First published
23 Jul 2009

Dalton Trans., 2009, 7203-7214

Stable crystalline annulated diaminocarbenes: coordination with rhodium(I), iridium(I) and catalytic hydroformylation studies

S. Dastgir, K. S. Coleman, A. R. Cowley and M. L. H. Green, Dalton Trans., 2009, 7203 DOI: 10.1039/B905729C

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