Reaction of Isocyanato (trimethyl) silane and Triethoxy (isocyanato) silane with Amines

Yoshimoto ABE*, Hidefumi TANAKA, Naoki SHIKANO and Takahiro GUNJI

Department of Pure and Applied Chemistry, Faculty of Science and Technology, Science University of Tokyo; 2641 Yamazaki, Noda-shi 278-8510 Japan

@Reaction processes and effect of the structures, basicities, and reaction conditions in the reaction of amines with isocyanato (trimethyl) silane and triethoxy (isocyanato) silane which are noted to be pseudohalosilanes and also heterocumulenes were investigated. It was revealed that the amines as a nucleophile competitively attack the silicon and the isocyanato group to form the substitution products of silylamine together with urea derivative and the addition product of silylurea in appreciable yields according to the preference of reactions depending on the structure and basicity. In the reaction with triethoxy (isocyanato) silane, furthermore, the addition reaction took place more easily and selectively compared with that of isocyanato (trimethyl) silane.

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