Synthesis of Disilacycloalkenes by Ruthenium Alkylidene Catalyzed Ring-Closing Metathesis (RCM) Reaction of α,ω-Bis(allyldimethylsilyl)-Substituted Compounds

Abstract

Abstract Ruthenium-catalyzed ring-closing metathesis (RCM) reactions of various α,ω-bis(allyldimethylsilyl)-, bis(dimethylvinylsilyl)-, and bis(dimethylvinyloxysilyl)-substituted compounds are examined. The steric and electronic influences of the substrates on the RCM reaction were discussed. Although the successful ring-closing reactions are limited to seven- and eight-membered rings, disilacycloalkene derivatives constructed with –SiMe2–CH2–SiMe2–, –SiMe2–(CH2)2–SiMe2–, –SiMe2–O–SiMe2–, –SiMe2–N(Ph)–SiMe2–, and a vinylene unit in the ring system were obtained in good to reasonable yields under the mild reaction conditions. The limitation of the reactions is mainly ascribed to Si–C and Si–Si bonds being longer than the C–C bond in the ring system.