Issue 8, 2012

Palladium-catalyzed silyl C(sp3)–H bond activation

Abstract

The first transition-metal-catalyzed activation of silyl C(sp3)–H bond was realized and synthetically applied. A variety of organic skeletons substituted with SiMe3 groups could undergo the Pd-catalyzed intramolecular coupling reaction, resulting in an unprecedented synthetic method for yielding six-membered silacycles. It was found that the adjacent Si atom played an essential role for the activation of the C(sp3)–H bond of the SiMe3 group; no activation reaction of the C(sp3)–H bond of the CMe3 group took place under the same reaction conditions.

Graphical abstract: Palladium-catalyzed silyl C(sp3)–H bond activation

Supplementary files

Article information

Article type
Paper
Submitted
18 Oct 2011
Accepted
01 Dec 2011
First published
05 Jan 2012

Org. Biomol. Chem., 2012,10, 1537-1542

Palladium-catalyzed silyl C(sp3)–H bond activation

Y. Liang, W. Geng, J. Wei, K. Ouyang and Z. Xi, Org. Biomol. Chem., 2012, 10, 1537 DOI: 10.1039/C2OB06941E

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