Anchimeric Assistance in C-H Bond Homolysis. Reaction of tert-Butoxyl Radicals with Tetraethyl Group 4 Compounds

Article abstract of DOI:10.1021/ja00287a038

Three complementary techniques have been used to obtain relative and absolute rate constants for the abstraction of α- and β-hydrogen atoms from (CH3CH2)4M (M=C, Si, Ge, Sn) by tert-butoxyl radicals.Both α and β positions of Et4M are activated for M=Si, Ge, Sn, as compared with the 1- and 2-positions in n-pentane.The activation was greater at the β than at the α position, and followed the order Sn>Ge>Si.This provides unequivocal evidence for anchimeric assistance to removal of hydrogen β to a Si, Ge, or Sn atom.