A Facile Synthesis of 1,1-Bis(silyl)ethenes

• Published in: Journal of organic chemistry Vol. 70; no. 1; pp. 370 - 372
• Main Authors: Pawluc, Piotr, Marciniec, Bogdan, Hreczycho, Grzegorz, Gaczewska, Beata, Itami, Yujiro
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 07.01.2005; Amer Chemical Soc
• Subjects: Chemistry; Chemistry, Organic; Exact sciences and technology; Organic chemistry; Organometalloidal and organometallic compounds; Physical Sciences; Preparations and properties; Science & Technology; Si derivatives; OXIDATION; GENERATION; VINYLSILANES; ACYLSILANES; Catalytic reaction; Silicon Organic compounds; Organic siloxane; Transition metal Complexes; Complex catalyst; Chemical coupling; Organic synthesis; Cyclization; Ruthenium Complexes; Platinoid Complexes; Chemical reactivity; Oxygen silicon heterocycle; Seven membered ring
• ISSN: 0022-3263; 1520-6904
• DOI: 10.1021/jo048784c

Symmetrical 1,1-bis(silyl)ethenes have been easily prepared via ruthenium complex-catalyzed silylative coupling cyclization of 1,2-bis(dimethylvinylsiloxy)ethane to give 2,2,4,4-tetramethyl-3-methylene-1,5-dioxa-2,4-disilacycloheptane with excellent selectivity and good yield, followed by its reaction with Grignard reagents. The cyclic product can also be effectively transformed into cyclic carbosiloxane, 2,2,4,4,6,6,8,8-octamethyl-3,7-dimethylene-1,5-dioxa-2,4,6,8-tetrasilacyclooctane.