Organometallics

Reactions of organotin hydrides with lithium diisopropylamide and organolithiums. Reactivities of the intermediates and of the lithium hydride produced

W Reimann, HG Kuivila, D Farah, T Apoussidis

Index: Reimann, Werner; Kuivila, Henry G.; Farah, Dan; Apoussidis, Theodorus Organometallics, 1987 , vol. 6, p. 557 - 565

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Citation Number: 13

Abstract

Equimolar lithium diisopropylamide (LDA) and trimethyltin hydride (TMTH) react in tetrahydrofuran (THF) to form diisopropylamine and (trimethylstannyl) lithium, but in diethyl ether or hexanes 2 mol of TMTH is required for complete reaction and the products are diisopropylamine, hexamethylditin, and lithium hydride. When organic halides are present in this reacting system, reduction to alkane or substitution to form the trimethylalkyltin may ...