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Abstract
The synthesis of 1-silacyclopenta-2,4-dienes (siloles) by decomposition under mild conditions of N-phenylcarbamates derived from 3,4-dimethyl-1-silacyclopent-4-ene-3-ols has been extended to heterocycles with phenyl or allyl substituents on the silicon atom. The new siloles are trapped as maleic anhydride adducts or iron tricarbonyl complexes.
The precursor alcohols have been prepared either by photo-oxygenation/reduction (method A) or by epoxydation/rearrangement (method B) of 1-phenyl or 1-allyl-1- silacyclopent-3-enes, themselves obtained by the action of the corresponding dichlorosilanes on 2,3-dimethylbutadiene in the presence of activated magnesium, in THF as solvent.