The discovery of the [2{sub s}+2{sub a}] reaction of dislanes and acetylenes and their applications

Conference · Wed Dec 31 00:00:00 EST 1997

OSTI ID:560327

Za, Zhongxin; Barton, T J; Lin, Jibing; Gordon, M ^[1]

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1. Ames Lab., IA (United States)

A concerted [2{sub s}+2{sub a}] intramolecular addition reaction was discovered between disilanes and acetylenes in unimolecular process. The reaction was performed with the 5,5,6,6-tetramethyl-3,3,8,8-tetraphenyl-4,7-dioxa-5,6-disilyl-cyclooctyne (1) under an argon flow at 600{degrees}C to give product 1,1,4,4-tetramethyl-3,3,6,6-tetraphenyl-2,5-dioxa-1,4-disilyl-dicyclo[3,3,0]octa-7-ene (2). Ab initio calculations were performed at the MP4/6-31G** level. The transition state structure was found and the activation energy was calculated to be 34 kcal/mol. The first example of a 3,3{prime}-disilyl-indeno[2,1-a]indene (4) was synthesized from dibenzo-5,6-disilylcyclooctyne (3) in the same manner.

• OSTI ID: 560327
• Report Number(s): CONF-970443-; TRN: 97:005895-0259
• Resource Relation: Conference: 213. national meeting of the American Chemical Society, San Francisco, CA (United States), 13-17 Apr 1997; Other Information: PBD: 1997; Related Information: Is Part Of 213th ACS national meeting; PB: 2904 p.
• Country of Publication: United States
• Language: English

Related Subjects

40 CHEMISTRY
ACTIVATION ENERGY
INDENE
SILANES
ALKYNES
CHEMICAL REACTION KINETICS