Reaction of hexylsilane with N-substituted allylamine and allyl chloride |
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| Authors: | Z V Belyakova P A Strozhenko E A Chernyshev S P Knyazev O G Shutova T V Shcherbakova |
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| Institution: | (1) State Research Institute of Chemistry and Technology of Organoelement Compounds, sh. Entuziastov 38, Moscow, 111123, Russia;(2) Lomonosov Moscow State Academy of Fine Chemical Technology, Moscow, Russia |
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| Abstract: | Reactions of allyldiethylamine and allylbis(trimethylsiyl)amine with hexylsilane are studied. The former reaction involves hydrogen evolution and Si-Si bond formation. The contribution of hydrosilylation 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. Quantumchemical 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 thermodynamically allowed, and the difference in the behavior of the amines is explained by kinetic and conformational factors. |
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