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The direct synthesis of triorganotin compounds: Process and reaction mechanism
Author(s) -
Holland Frank S
Publication year - 1987
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.590010510
Subject(s) - chemistry , halide , nucleophile , alkyl , tin , reactivity (psychology) , stoichiometry , catalysis , metal halides , reaction mechanism , medicinal chemistry , organic chemistry , inorganic chemistry , combinatorial chemistry , medicine , alternative medicine , pathology
The reaction of tin metal with alkyl halides in the presence of a stoichiometric amount of halide ion rapidly produces very high yields of triorganotin halides. An overview of these reaction conditions and those required for the catalytic preparation of diorganotin dihalides shows that these preparations follow the normal reactivity of the alkyl halides towards nucleophiles. Both processes are satisfactorily explained by a mechanism involving tin halogenoanions as nucleophiles. A similar mechanism also explains the formation of organomagnesium and organozinc halides.