Synthesis of Benzo[<i>b</i>]siloles via KH-Promoted Cyclization of (2-Alkynylphenyl)silanes
作者:Laurean Ilies、Hayato Tsuji、Eiichi Nakamura
DOI:10.1021/ol9015282
日期:2009.9.3
(2-Alkynylphenyl)silanes undergo intramolecular cyclization in the presence of an excess or a subequimolar amount of potassium hydride to give a variety of new 2-substituted benzosiloles in good to excellent yields. Some of these compounds showed a high fluorescence quantum yield both in solution and in the solid state, and they also showed reversible reduction in THF.
Tolanes substituted in o-position by -SiHPh2, polymerize intermolecular with H2PtCl6/CH2Cl2 as catalyst, depolymerisation at 350–380 °C/1 torr yields the silaindenes.