Reactions of dialkylaminomethylsilatranes with carbon tetrachloride

The reactions of dialkylaminomethylsilatranes R2NCH2Si(OCH2CH2)(3)N [R-2 = Me-2, (CH2)(5)], 2,6-dimethyl-2-pyperidinomethyl-1,3-dioxa-6-aza-2-silacycl ooctane (CH2)(5)NCH2(Me)Si(OCH2CH2)(2)NMe, pyperidinomethyltriethoxysilane (CH2)(5)NCH2Si(OCH2CH3)(3), and triethylamine with CCl4 in benzene at room illumination (18000-20000 1x) yield hydrochlorides of the amines. The induc tion period of the reaction of CCl4 with dialkylaminomethylsilatranes is 0. 2 h. With the other compounds, it is much longer (96-144 h). The anomalousl y short induction period and the faster reaction with dialkylaminomethylsil atranes compared with those with triethylamine and the other organosilicon amines (20 and 96-164 h, respectively) are explained in terms of the supere lectron-donor effect of the silatranylmethyl group (sigma* -2.24).