Cyclische Diazastannylene XXV. Zur Reaktionen eines Bis(amino)stannylens mit Halogenalkanen

Article abstract of DOI:10.1016/0022-328X(88)83003-1

1,3-Di-t-butyl-2,2-dimethyl-1,3,2,4λ²-diazasilastannetidine (I) has been treated with several 1,2-dihalogenoethanes (1,2-dibromoethane, 1,2-diiodoethane, 1,2-dichloro-1,2-diphenylethane, 1,2-dibromo-1,2-diphenylethane, 1,2-dibromocyclohexane) to give ethene or cyclohexene, and the corresponding bis(amino)dihalogenstannanes (III and IV).The dehalogenation of the hydrocarbons proceeds via several steps as was shown by the reaction of meso-1,2-dibromo-1,2-diphenylethane with I; in this case III and only trans-stilbene were obtained, i.e. no cis-stilbene was found to have formed.Some reactions of 1,2-dihalogenethanes with I require higher temperatures, or longer reaction times.A change in reaction conditions has a considerable influence on the yield of the bis(amino)dihalogenostannanes.They are attacked by I to yield the spiro-tetraazastannane II and the tin(II) halide.The dehalogenation proceeds most readily with iododides followed by bromides and then by chlorides.The ability of stannylene I to insert into halogen-carbon bonds has been shown in reactions of I with methyl iodide and 1,5-dibromopentane to give VI and VII, respectively.