Abstract

Reactions of N-heterocyclic stable silylenes 1 and 2 with various organic azides have been studied. Silylene 1 reacts with RN3 (R = phenyl, p-tolyl, Ph3C, Ph3Si) to yield the spirocyclic silatetrazolines 11−14. Silylene 2 reacts similarly to give derivatives 16−19, except that with R = p-tolyl a small amount of a μ2-azine-bridged tricyclic product 20 is also formed. The products are consistent with reactions proceeding through an unstable iminosilane intermediate. A definitive crystal structure for 2 is reported.

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