Synthesis and Characterisation of Mono- and Bidentate Alkoxybenzimidazolin-2-ylidene Palladium Complexes: Interesting Solution Behaviour and Application in Catalysis

New mono- and bidentate N-heterocyclic carbene (NHC) silver and palladium complexes bearing benzimidazolin-2-ylidene ligands have been synthesized and structurally and spectroscopically characterised. The NHC ligands are decorated with bulky substituents on the nitrogen atoms and electron-donating b...

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Main Authors: Simpson, P., Skelton, B., Brown, David, Baker, M.
Format: Journal Article
Published: Wiley-VCH Verlag GmbH & Co 2011
Subjects:
Online Access:http://hdl.handle.net/20.500.11937/27809
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author Simpson, P.
Skelton, B.
Brown, David
Baker, M.
author_facet Simpson, P.
Skelton, B.
Brown, David
Baker, M.
author_sort Simpson, P.
building Curtin Institutional Repository
collection Online Access
description New mono- and bidentate N-heterocyclic carbene (NHC) silver and palladium complexes bearing benzimidazolin-2-ylidene ligands have been synthesized and structurally and spectroscopically characterised. The NHC ligands are decorated with bulky substituents on the nitrogen atoms and electron-donating butoxy groups on the benzo-fused ring, with the aim of enhancing the ability of their complexes as catalysts. The two types of palladium complexes presented, which possess either a bidentate bis(NHC) or a mixed NHC/allyl ligand system, demonstrate significantly different activities in the Mizoroki–Heck cross-coupling reactions but similar activities in the Suzuki–Miyaura and Buchwald–Hartwig reactions. Interesting behaviour of the mixed NHC/allyl palladium complexes in solution has been investigated.
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publishDate 2011
publisher Wiley-VCH Verlag GmbH & Co
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spelling curtin-20.500.11937-278092017-09-13T15:55:04Z Synthesis and Characterisation of Mono- and Bidentate Alkoxybenzimidazolin-2-ylidene Palladium Complexes: Interesting Solution Behaviour and Application in Catalysis Simpson, P. Skelton, B. Brown, David Baker, M. Ligand effects Homogeneous catalysis Nitrogen heterocycles N-Heterocyclic carbenes Palladium New mono- and bidentate N-heterocyclic carbene (NHC) silver and palladium complexes bearing benzimidazolin-2-ylidene ligands have been synthesized and structurally and spectroscopically characterised. The NHC ligands are decorated with bulky substituents on the nitrogen atoms and electron-donating butoxy groups on the benzo-fused ring, with the aim of enhancing the ability of their complexes as catalysts. The two types of palladium complexes presented, which possess either a bidentate bis(NHC) or a mixed NHC/allyl ligand system, demonstrate significantly different activities in the Mizoroki–Heck cross-coupling reactions but similar activities in the Suzuki–Miyaura and Buchwald–Hartwig reactions. Interesting behaviour of the mixed NHC/allyl palladium complexes in solution has been investigated. 2011 Journal Article http://hdl.handle.net/20.500.11937/27809 10.1002/ejic.201001318 Wiley-VCH Verlag GmbH & Co restricted
spellingShingle Ligand effects
Homogeneous catalysis
Nitrogen heterocycles
N-Heterocyclic carbenes
Palladium
Simpson, P.
Skelton, B.
Brown, David
Baker, M.
Synthesis and Characterisation of Mono- and Bidentate Alkoxybenzimidazolin-2-ylidene Palladium Complexes: Interesting Solution Behaviour and Application in Catalysis
title Synthesis and Characterisation of Mono- and Bidentate Alkoxybenzimidazolin-2-ylidene Palladium Complexes: Interesting Solution Behaviour and Application in Catalysis
title_full Synthesis and Characterisation of Mono- and Bidentate Alkoxybenzimidazolin-2-ylidene Palladium Complexes: Interesting Solution Behaviour and Application in Catalysis
title_fullStr Synthesis and Characterisation of Mono- and Bidentate Alkoxybenzimidazolin-2-ylidene Palladium Complexes: Interesting Solution Behaviour and Application in Catalysis
title_full_unstemmed Synthesis and Characterisation of Mono- and Bidentate Alkoxybenzimidazolin-2-ylidene Palladium Complexes: Interesting Solution Behaviour and Application in Catalysis
title_short Synthesis and Characterisation of Mono- and Bidentate Alkoxybenzimidazolin-2-ylidene Palladium Complexes: Interesting Solution Behaviour and Application in Catalysis
title_sort synthesis and characterisation of mono- and bidentate alkoxybenzimidazolin-2-ylidene palladium complexes: interesting solution behaviour and application in catalysis
topic Ligand effects
Homogeneous catalysis
Nitrogen heterocycles
N-Heterocyclic carbenes
Palladium
url http://hdl.handle.net/20.500.11937/27809