title: Synthesis of Silaphenalenes by Ruthenium-Catalyzed Annulation between 1-Naphthylsilanes and Internal Alkynes through C-H Bond Cleavage.
abstract: Ruthenium-catalyzed annulation of 1-naphthylsilanes with internal alkynes afforded silaphenalenes through cleavage of the C-H bond at the 8-position of the naphthalene. [RuH2 (CO){P(p-FC6 H4 )3 }3 ] efficiently catalyzed the reaction. The use of 1-naphthyldiphenylsilane as a substrate resulted in a better yield of the annulation product compared to the use of silanes with alkyl groups on the silicon atom. Internal alkynes with both aryl and alkyl groups were tolerated in this reaction.
authors.affiliation: Department of Applied Chemistry, Institute of Science and Engineering, Chuo University, 1-13-27 Kasuga, Bunkyo-ku, Tokyo, 112-8551 (Japan). ytokoro@kc.chuo-u.ac.jp.
authors.forename: Yuichiro
authors.initials: Y
authors.lastname: Tokoro
authors.affiliation: Department of Applied Chemistry, Institute of Science and Engineering, Chuo University, 1-13-27 Kasuga, Bunkyo-ku, Tokyo, 112-8551 (Japan).
authors.forename: Kengo
authors.initials: K
authors.lastname: Sugita
authors.affiliation: Department of Applied Chemistry, Institute of Science and Engineering, Chuo University, 1-13-27 Kasuga, Bunkyo-ku, Tokyo, 112-8551 (Japan). orgsynth@kc.chuo-u.ac.jp.
authors.forename: Shin-ichi
authors.initials: S
authors.lastname: Fukuzawa
keywords: CH bond activation; alkynes; heterocyclic compounds; ruthenium; silicon