Über Derivate des Hydrazins, VII Zur Reaktivität von Bis(trimethylsilyl)aminoisocyanid / On Derivatives of Hydrazine, VII Reactivity of Bis(trimethylsilyl)aminoisocyanide

Abstract

The chemistry of bis(trimethylsilyl)aminoisocyanide (1) is determined by three reactive centres of the system : the hydrolyzable Si–N-bond, the oxidizable carbon in the formal oxidation state two, the additionable double bond system. Reactions of the oxygen stable compound 1 with halogens X2 or sulfenyl halides RSX as oxidizing agents gives compounds of type (Me3Si)2NNCX2 or (Me3Si)2NNCX(SR). Heterocumulenes such as CO2, CS2, RNCS (R = (Me3Si)2N), SO2 add to 1, leading to heterocycles, which decompose at higher temperatures by ring cleavage. With other heterocumulenes such as PhNCO, Me3SiNSO, Me3SiNSNSiMe3 products are found, the formation of which could be explained by reaction paths including the building and cleavage of heterocycles.