5.2.31 Product Subclass 31: Silylated Stannanes

Abstract

This chapter is focussed on the preparation of silylated stannanes by silicon–tin bond formation, and the applications of these compounds in organic synthesis. The synthetic methods are organized according to the reaction type used for the silicon–tin bond formation. The discussion begins with the reductive coupling of silicon and tin electrophiles, a Wurtz-type coupling reaction, which is a workhorse of heavier group 14 synthesis. This is followed by a presentation of reactions of such electrophiles with anionic tin or silicon compounds, allowing for the synthesis of more complicated catenates. Then, the formation of silylated stannanes by insertion of stannylenes or silylenes into reactive group 14–main group element bonds is described. The chapter concludes with a discussion of the wide range of applications of silylated stannanes in organic synthesis.

Key words

silanes - stannanes - silastannanes - group 14 - silyl anions - stannyl anions - Wurtz-type coupling - silylenes - stannylenes

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