title: Persistent Dialkylsilanone Generated by Dehydrobromination of Dialkylbromosilanol.
abstract: A persistent dialkylsilanone was synthesized by the dehydrobromination of a dialkylbromosilanol with tris(trimethylsilyl)silyl potassium in solution at -80 °C: It was characterized by NMR and IR spectroscopy, and was tested in several reactions. In (29) Si NMR spectrum in [D8 ]toluene, the signal due to the unsaturated silicon nuclei was observed at 128.7 ppm. Reactions of the dialkylsilanone with water and mesitonitrile oxide gave a silanediol and a [2+3] cycloadduct, respectively. The silanone remains intact in [D8 ]toluene below -80 °C for at least two days, while it undergoes unprecedented isomerization to give a siloxysilene by means of 1,3-silyl migration at higher temperatures.
authors.affiliation: Department of Chemistry, Graduate School of Science, Tohoku University, Aoba-ku, Sendai 980-8578 (Japan). sishida@m.tohoku.ac.jp.
authors.forename: Shintaro
authors.initials: S
authors.lastname: Ishida
authors.affiliation: Department of Chemistry, Graduate School of Science, Tohoku University, Aoba-ku, Sendai 980-8578 (Japan).
authors.forename: Takashi
authors.initials: T
authors.lastname: Abe
authors.affiliation: Department of Chemistry, Graduate School of Science, Tohoku University, Aoba-ku, Sendai 980-8578 (Japan).
authors.forename: Fumiya
authors.initials: F
authors.lastname: Hirakawa
authors.affiliation: Department of Chemistry, Graduate School of Science, Tohoku University, Aoba-ku, Sendai 980-8578 (Japan).
authors.forename: Tomoyuki
authors.initials: T
authors.lastname: Kosai
authors.affiliation: Department of Chemistry, Graduate School of Science, Tohoku University, Aoba-ku, Sendai 980-8578 (Japan).
authors.forename: Katsuhiro
authors.initials: K
authors.lastname: Sato
authors.affiliation: Department of Chemistry, Graduate School of Science, Tohoku University, Aoba-ku, Sendai 980-8578 (Japan).
authors.forename: Mitsuo
authors.initials: M
authors.lastname: Kira
authors.affiliation: Department of Chemistry, Graduate School of Science, Tohoku University, Aoba-ku, Sendai 980-8578 (Japan). iwamoto@m.tohoku.ac.jp.
authors.forename: Takeaki
authors.initials: T
authors.lastname: Iwamoto
keywords: cycloaddition; ketones; multiple bonds; silanone