Silyl stabilized azanes: reactions of lithiumbis(trimethylsilyl)hydrazine with trialkyltin halides

Reactions of monolithium bis(trimethylsilyl)hydrazine (1a) with trialkyltin halides produce (trialkylstannyl)bis(trimethylsilyl)hydrazines (2). These monostannylated products disproportionate at different rates to give distannylated products (3). The stability of monostannylated product increases with the increase in the size of the alkyl group attached to the tin atom.