Reaction of Hexylsilane with N-Substituted Allylamine and Allyl Chloride

摘要

Reactions of allyldiethylamine and allylbis(trimethylsilyl)amine with hexylsilane are studied.The former reaction involves hydrogen evolution and Si-Si bond formation.The contribution of hydrosilyla-tion is insignificant.Substituent exchange between the nitrogen and silicon atoms in the silane is found.In the reaction with allylbis(trimethylsilyl)amine,no evolution of hydrogen is observed,and hydrosilylation takes place.With allyl chloride,hydrosylilation,reduction,and Si-Si bond formation are observed.Quantum-chemical calculations for the reactions with diethylallylamine and allylbis(trimethylsilyl)amine were carried out at the PM3,B3LYP/6-31G~(**),and B3LYP/LanL2DZ levels to show that these reactions all are thermo-dynamically allowed,and the difference in the behavior of the amines is explained by kinetic and conforma-tional factors.