Rhodium-catalyzed intramolecular silylation of unactivated C(sp 3)-H bonds

Yoichiro Kuninobu; Takahiro Nakahara; Hirotaka Takeshima; Kazuhiko Takai

doi:10.1021/ol303353m

Rhodium-catalyzed intramolecular silylation of unactivated C(sp ³)-H bonds

Yoichiro Kuninobu, Takahiro Nakahara, Hirotaka Takeshima, Kazuhiko Takai

Research output: Contribution to journal › Article › peer-review

81 Citations (Scopus)

Abstract

The treatment of a variety of hydrosilanes, each incorporating a benzylic C(sp³)-H bond, with a rhodium catalyst resulted in intramolecular dehydrogenative silylation. This silylation reaction was found to occur at typically unreactive C(sp³)-H bonds located at terminal positions on alkyl chains. Interestingly, the rhodium catalyst also promoted regioselective silylation at a site internal to an alkyl chain.

Original language	English
Pages (from-to)	426-428
Number of pages	3
Journal	Organic Letters
Volume	15
Issue number	2
DOIs	https://doi.org/10.1021/ol303353m
Publication status	Published - Jan 18 2013

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol303353m

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abstract = "The treatment of a variety of hydrosilanes, each incorporating a benzylic C(sp3)-H bond, with a rhodium catalyst resulted in intramolecular dehydrogenative silylation. This silylation reaction was found to occur at typically unreactive C(sp3)-H bonds located at terminal positions on alkyl chains. Interestingly, the rhodium catalyst also promoted regioselective silylation at a site internal to an alkyl chain.",

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AU - Takai, Kazuhiko

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N2 - The treatment of a variety of hydrosilanes, each incorporating a benzylic C(sp3)-H bond, with a rhodium catalyst resulted in intramolecular dehydrogenative silylation. This silylation reaction was found to occur at typically unreactive C(sp3)-H bonds located at terminal positions on alkyl chains. Interestingly, the rhodium catalyst also promoted regioselective silylation at a site internal to an alkyl chain.

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Rhodium-catalyzed intramolecular silylation of unactivated C(sp ³)-H bonds

Abstract

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