Abstract

Hyperconjugation between the CH 2Si bond and the charged pyridinium π system in the N-methyl 4-trimethylsilylmethyl pyridinium ion ( 8), manifests in the crystal structure as lengthening of the CH 2Si bond, shortening of the CH 2C ipso bond and smaller but systematic effects on the CC bond distances within the pyridinium ring. The structural effects are supported in solution by systematic effects on the 29Si– 13C and 13C– 13C one-bond coupling constants.

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