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Cyclobutadiene to tetrahedrane: Valence isomerization induced by one-electron oxidation

✍ Scribed by Masaaki Nakamoto; Yusuke Inagaki; Tatsumi Ochiai; Masanobu Tanaka; Akira Sekiguchi

Book ID: 102234544
Publisher: John Wiley and Sons
Year: 2011
Tongue: English
Weight: 84 KB
Volume: 22
Category: Article
ISSN: 1042-7163
DOI: 10.1002/hc.20699

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✦ Synopsis

Abstract

A new procedure for synthesizing tetrakis(trimethylsilyl)tetrahedrane from tetrakis(trimethylsilyl)cyclobutadiene is reported. Valence isomerization of cyclobutadiene to tetrahedrane induced by one‐electron oxidation has been developed by the addition of tris(pentafluorophenyl)borane as an oxidant. This new method has great synthetic advantages for easy, quick, and high‐yielding reaction to achieve gram‐order‐scale synthesis of tetrakis(trimethylsilyl)tetrahedrane. © 2011 Wiley Periodicals, Inc. Heteroatom Chem 22:412–416, 2011; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.20699

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