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Donor-Functionalised Expanded Ring N-Heterocyclic Carbenes: Highly Effective Ligands in Ir-Catalysed Transfer Hydrogenation

Binobaid, Abeer Abdulrahman, Iglesias, Manuel Alonso, Beetstra, Dirk Johannes, Dervisi, Athanasia, Fallis, Ian Andrew and Cavell, Kingsley John 2010. Donor-Functionalised Expanded Ring N-Heterocyclic Carbenes: Highly Effective Ligands in Ir-Catalysed Transfer Hydrogenation. European Journal of Inorganic Chemistry (34) , pp. 5426-5431. 10.1002/ejic.201000680

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Abstract

The performances of a number of RhI and IrI complexes of type [M(NHC)(COD)Cl] in the transfer hydrogenation of ketones were tested under a variety of reaction conditions, and with a variety of substrates, allowing comparison of Rh- and Ir-NHC complexes, and also comparison of the influence of the NHC ligand on catalytic performance. Notably, of the RhI and IrI complexes with symmetrically substituted NHCs only those bearing cyclohexyl substituents were active, with RhI complexes of saturated 5-, 6- and 7-NHCs with N-Mes substituents, [Rh(5,6,7-Mes)(COD)Cl], showing no activity in transfer hydrogenation under the test conditions. RhI and IrI complexes of unsymmetrical o-methoxyphenyl donor-functionalised NHCs (df-NHC) with differing carbene ring sizes were also tested in transfer hydrogenations, with the RhI complexes displaying no catalytic activity. However, the corresponding df-NHC IrI complexes were found to be extremely effective catalysts. Catalyst tests also demonstrated the excellent stability of these complexes.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Cardiff Catalysis Institute (CCI)
Subjects: Q Science > QD Chemistry
Uncontrolled Keywords: N-Heterocyclic carbenes; Iridium; Rhodium; Hydrogenation; Transfer hydrogenation; Ketones
Publisher: Wiley-Blackwell
ISSN: 1434-1948
Last Modified: 04 Jun 2017 02:51
URI: http://orca.cf.ac.uk/id/eprint/12853

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