Journal of organometallic chemistry

Synthesis of asymmetrical aryl-tin compounds by cleavage of alkyl-tin bonds with sodium metal in liquid ammonia followed by S RN 1 reactions with chloroarenes

CC Yammal, JC Podestá, RA Rossi

Index: Yammal, Carlos C.; Podesta, Julio C.; Rossi, Roberto A. Journal of Organometallic Chemistry, 1996 , vol. 509, # 1 p. 1 - 8

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Citation Number: 14

Abstract

One methyl-tin bond was selectively cleaved from aryltrimethyltin compounds by sodium metal in liquid ammonia. The triorganyl-stannyl anions thus obtained are arylated by chloroarenes by means of photostimulated SRN1 reactions. Such reactions can be repeated to replace all methyl groups by different aryl groups. The one-pot synthesis of asymmetric triarylmethyltin compounds can be achieved from trimethyltin chloride.