Platinum-catalyzed hydrosilylation of 2,2-divinyladamantane

Only partial dihydrosilylation of 2,2-divinyladamantane with triethylsilane (Et3SiH) mediated by a platinum(II) complex is observed in refluxing benzene after several days, while monosilylation occurs at room temperature within minutes. Steric effects may explain the longer reaction times. On the other hand, 2,2-divinyladamantane reacts with bis(hydrosilane) species in the presence of Zeise's dimer [Pt2Cl4(CH2CH2)(2)] to give disilacyclic compounds (double terminal addition) via an intramolecular process or acyclic compounds via an intermolecular process in high yields depending on nature, structure, and type of disilane used. Using o-bis(dimethylsilyl)benzene as the disilane, an unprecedented partial hydrogenation of 2,2-divinyladamantane catalyzed by a mononuclear platinum catalyst is observed.