Synthesis and reactivity of w-haloalkyltin compounds
article
ω-Haloalkyltin trihalides, X(CH2)nSnX3 (n ≧ 3; X = halogen) can readily be prepared in high yields by the direct reaction of stannous halides with α,ω-dihaloalkanes, catalysed by trialkylantimony compounds. The compounds are versatile starting materials for the synthesis of a variety of ω-functionallysubstituted organotin compounds R3-mXmSn(CH2)n Y (R = alkyl, phenyl; m = 0-3; X = Cl, Br, O; Y = Br, NMe2, NEt2, COOH, CHOHR, R3Sn). 1H-NMR spectral data for a series of such compounds are presented. The trends observed in the chemical shifts and the 119Sn-methyl proton coupling constants of Me3-m BrmSn(CH2)nBr (m = 0-3; n = 3-5) are discussed in terms of inductive effects. Intramolecular coordination between the ω-bromine atom and tin could not be demonstrated. © 1976.
TNO Identifier
354832
Source
Journal of organometallic chemistry, 117, pp. 329-338.
Pages
329-338
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