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Abstract We found that the transfer of diphenylsilylene (Ph 2 Si:) from Ph 2 (Et 2 N)Si−B(pin) ( 1 a ) takes place in toluene or p ‐xylene at 110–135 °C under transition‐metal‐free conditions. The reaction of alkoxysilanes with 1 a affords alkoxydisilanes through the insertion of diphenylsilylene into the Si−O bond. Dihydrosiloles and a 1,4‐disilacyclohexa‐2,5‐diene are synthesized by the reaction of 1 a with 1,3‐dienes and an alkyne, respectively, through cycloaddition of the carbon‐carbon unsaturated bonds with diphenylsilylene. Me 2 (Et 2 N)Si−B(pin) ( 10 ) is applicable to the transition‐metal‐free transfer of dimethylsilylene (Me 2 Si:).
Sasaki et al. (Tue,) studied this question.