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The SO 2 -insertion into the tin-carbon bond of mixed tetraorganostannanes, R 3 SnR’ (R = alkyl, R’ = aryl, and vice versa), is determined by the nucleophilicity of the organic residue attached to metal, the ease of cleavage decreasing in the order aryl &amp;gt; alkenyl ⪢ alkyl. As has been proved by chemical and spectroscopic methods the reaction of triphenylmethyltin with liquid sulfur dioxide follows the above rule: Sn—CH 3  bond remains unattacked, but one or two moles of SO 2  can be inserted into Sn—C 6 H 5  bonds depending on experimental conditions.

zeitschrift für naturforschung b

Bestimmung des nucleophilen Charakters der Zinn-Kohlenstoff-Bindung, I / Determination of the Nucleophilicity of Tin-Carbon Bond, I: SO 2 -Einschiebung in Triphenylmethylzinn / SO 2 -Insertion into Triphenylmethyltin