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Summary: Synthesis of the first long-lived bis-silene
Dmitry Bravo-Zhivotovskii *, Gady Korogodsky, Yitzhak Apeloig *
Department of Chemistry and the Lise Meitner, Minerva Center for Computational Quantum Chemistry, Technion-Israel Institute of Technology, Haifa
32000, Israel
Received 17 March 2003; received in revised form 27 May 2003; accepted 27 May 2003
Abstract
The sila-olefination reaction has been used to synthesize the first long-lived bis-silene t-BuMe2Si(Me3Si)SiÄ/(2,6-Ad)Ä/
Si(SiMe3)SiMe2Bu-t (1). In this paper, we report the synthesis, spectroscopic data and some reactions of 1. Our experiments
show that the elimination step of sila-olefination reaction is strongly accelerated in diethyl ether (and other ethers) relative to toluene
and by increasing the steric bulk around the silicon center undergoing elimination.
# 2003 Elsevier Science B.V. All rights reserved.
Keywords: Lithium; Silaethenes; Silicon; Silanes; Silenes
1. Introduction
The first stable silene was synthesized only in 1981 [1]
after decades of intensive unsuccessful attempts [2].
However, despite intensive recent research, only a few
methods for the synthesis of stable silenes are currently
known and only a small number of stable silenes have so
far been isolated [2].
Difunctional systems are very useful in synthesis, e.g.
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