Rhodium-catalyzed coupling reactions with acyl- and vinylsilanes

Organosilicon compounds have attracted synthetic organic chemists because they have a potential to be used as the organometallic reagents which are stable in the air and water. As the recent transition metal-catalyzed reactions developed, catalytic reactions with organosilicon compounds have been al...

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Bibliographic Details
Main Author: Yue, Yanni
Other Authors: Motoki Yamane
Format: Theses and Dissertations
Language:English
Published: 2012
Subjects:
Online Access:https://hdl.handle.net/10356/49508
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Institution: Nanyang Technological University
Language: English
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Summary:Organosilicon compounds have attracted synthetic organic chemists because they have a potential to be used as the organometallic reagents which are stable in the air and water. As the recent transition metal-catalyzed reactions developed, catalytic reactions with organosilicon compounds have been also studied. However, most of the reported transition metal-catalyzed reactions with organosilicon compounds require the addition of at least a stoichiometric amount of fluoride salt and/or the introduction of heteroatom such as halogen or alkoxy group on the silicon atom. These activation methods are not economical because fluoride sources are expensive. Introduction of a heteroatom on the silicon atom makes the reagents unstable against hydrolysis and self-condensation. Thus synthetic organic chemists have studied on the methods to activate C–Si bonds of tetraorganosilicon compounds without adding any additional reagents. In this thesis, the author describes a novel synthetic reaction of tetraorganosilicon compounds, triorgano(vinyl)- and triorgano(acyl)silanes, catalyzed by a rhodium complex.