Abstract
Silylotropy in 4-substitutedN-trimethylsilypyrazoles is studied by dynamic1H,13C, and29Si NMR spectroscopy. The catalytic 1,2-migration of a trimethylsilyl group in 4-halo-N-trimethylsilylpyrazoles was detected. Silylotropy inN-trimethylsilylpyrazoles in the presence of halogens of trimethylhalosilanes is believed to proceed through formation ofN,N′-bis(trimethylsilyl)pyrazolium salts, the barrier of silylotropy in pyrazoles being markedly reduced.
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