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Issue 10, 2011
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Silicon-based cross-coupling reaction: an environmentally benign version

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Abstract

Much attention has been paid to the cross-coupling reaction of organosilicon compounds due to their stability, non-toxicity, and natural abundance of silicon. In addition, the silicon-based cross-coupling has many advantages over other cross-coupling protocols. Successful examples of the silicon-based cross-coupling reaction are reviewed, focusing especially on the advances made in the last decade. Having had a number of highly effective palladium catalysts developed mainly for other cross-coupling reactions, the development of the silicon-based protocol owes heavily to the design of organosilicon reagents which effectively undergo transmetalation, a key elemental step of the silicon-based cross-coupling reaction. This tutorial review thus classifies various organosilicon reagents depending on substituents on silicon and surveys their cross-coupling reactions with various electrophiles.

Graphical abstract: Silicon-based cross-coupling reaction: an environmentally benign version

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Publication details

The article was received on 04 May 2011 and first published on 14 Jul 2011


Article type: Tutorial Review
DOI: 10.1039/C1CS15122C
Citation: Chem. Soc. Rev., 2011,40, 4893-4901
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    Silicon-based cross-coupling reaction: an environmentally benign version

    Y. Nakao and T. Hiyama, Chem. Soc. Rev., 2011, 40, 4893
    DOI: 10.1039/C1CS15122C

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