NDLI: Orthometallation of <i>N</i>-substituents at the NHC ligand of [Rh(Cl)(COD)(NHC)] complexes: its role in the catalytic hydrosilylation of ketones

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Catalysis Science & Technology Vol - 5 Issue - 2

Catalysis Science & Technology Vol -4

Catalysis Science & Technology Vol -3

Catalysis Science & Technology Vol -2

Catalysis Science & Technology Vol -1

Orthometallation of N-substituents at the NHC ligand of [Rh(Cl)(COD)(NHC)] complexes: its role in the catalytic hydrosilylation of ketones

Content Provider	Royal Society of Chemistry (RSC)
Author	Pérez-Torrente, Jesús J. Munárriz, Julen Lázaro, Guillermo Fernández-Alvarez, Francisco J. Polo, Víctor Iglesias, Manuel Oro, Luis A.
Copyright Year	2015
Abstract	The rhodium(I)-NHC (NHC = N-heterocyclic carbene) complex [Rh(Cl)(COD)(2-methoxyphenyl-NHC-(CH2)3Si(OiPr)3)] (2a) catalyzes the solvent-free homogeneous hydrosilylation of acetophenone with HSiMe(OSiMe3)2. Kinetic studies show that 2a behaves differently to the related homogeneous catalysts [Rh(Cl)(COD)(R-NHC-(CH2)3Si(OiPr)3)] (R = 2,6-diisopropylphenyl (2b); R = 2-methoxyethyl (2c)). This behavior could be attributable to the participation of different catalytic active species. Indeed, 1H NMR studies of the reaction of 2a with HSiMe(OSiMe3)2 evidenced the formation of a new hydrido-bridged binuclear complex, namely {[Rh(SiMe(OSiMe3)2)(κ-C,C′-R-NHC-(CH2)3Si(OiPr)3)]2(μ-H)2} (R = 2-methoxyphenyl, 3), featuring orthometallated NHC and terminal silyl ligands, which has been proposed as the resting species in the hydrosilylation of acetophenone with HSiMe(OSiMe3)2 catalyzed by 2a. Moreover, the heterogeneous catalyst 2a-MCM-41 evidenced a behavior similar to the homogeneous catalyst 2a in the solvent-free hydrosilylation of acetophenone with HSiMe(OSiMe3)2.
Starting Page	1878
Ending Page	1887
Page Count	10
File Format	HTM / HTML PDF
ISSN	20444753
Volume Number	5
Issue Number	3
Journal	Catalysis Science & Technology
DOI	10.1039/c4cy01556h
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Heterogeneous catalysis Persistent carbene Rhodium Homogeneous catalysis Acetophenone Hydrosilylation Catalysis Nuclear magnetic resonance
Content Type	Text
Resource Type	Article
Subject	Catalysis

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