Ruthenium-catalyzed cycloisomerization of 1,1,2,2-tetramethyl-1,2-divinyldisilane: Selective formation of a five-membered silacycle

The cycloisomerization of 1,1,2,2-tetramethyl-1,2-divinyldisilane (1) in the presence of ruthenium–diphosphine complexes has been examined. A ruthenium–dppe (8) or a ruthenium–dppv (12) complex selectively catalyzed the reaction and 1,1,2,3,3-pentamethyl-1,3-disilycyclopent-4-ene (3) was isolated as the major product. The reaction was also carried out in the presence of a deuterated ruthenium–PiPr3 complex and the incorporation of deuterium to 1,1,4,4-tetramethyl-1,4-disilacyclohex-2-ene (2) was observed. The mechanism of this reaction has been proposed.

Graphical abstractWe carried out the isomerization of 1,1,2,2-tetramethyl-1,2-divinyldisilane in the presence of various ruthenium–diphosphine complexes and observed the highly selective formation of a five-membered silacycle in the presence of a ruthenium–dppv complex. The mechanism of this reaction was also discussed.Figure optionsDownload full-size imageDownload as PowerPoint slide