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Org Biomol Chem. 2017 Jul 05;15(26):5441-5456. doi: 10.1039/c7ob00807d.

Recent progress in the catalytic carbene insertion reactions into the silicon-hydrogen bond.

Organic & biomolecular chemistry

Hoda Keipour, Virginie Carreras, Thierry Ollevier

Affiliations

  1. Département de chimie, Université Laval, 1045 avenue de la Médecine, Québec G1V 0A6, Québec, Canada. [email protected].

PMID: 28639662 DOI: 10.1039/c7ob00807d

Abstract

The following review will explore the historical development of Si-H bond insertion reactions, giving an up-to-date account on the metal catalysts often employed, in addition to an assessment of their strengths and weaknesses. Diazo compounds have great synthetic potential as versatile reagents for the formation of metal carbenes, allowing the selective formation of C-C and C-heteroatom bonds and thus the introduction of functional groups into organic molecules. C-Si bond-forming methods, that introduce silicon motifs into organic molecules, rely on catalysts derived from metals such as rhodium, copper, iridium, silver, ruthenium, and iron to achieve the desired activities and selectivities.

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