Intramolecular nucleophilic assistance at tin: reversal of selectivity in SE2 cleavage of mixed tetraorganotin compounds by iodine
Abstract
Electrophilic cleavage of mixed-functionality tetraorgantin compounds by iodine reveals a complete reversal of the usually observed selectivity, i.e. alkyltin–carbon bonds are broken in preference to aryl- or vinyl-tin–carbon bonds; this unexpected result is explained by intramolecular assistance at tin.