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

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....

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Published inHeteroatom chemistry Vol. 22; no. 3-4; pp. 412 - 416
Main Authors Nakamoto, Masaaki, Inagaki, Yusuke, Ochiai, Tatsumi, Tanaka, Masanobu, Sekiguchi, Akira
Format Journal Article
LanguageEnglish
Published Hoboken Wiley Subscription Services, Inc., A Wiley Company 2011
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Summary: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
Bibliography:Ministry of Education, Science, Sports, and Culture of Japan - No. 19105001, 21750033, and 21108502
Dedicated to Professor Kin-ya Akiba on the occasion of his 75th birthday
ark:/67375/WNG-MGJZ71BG-B
ArticleID:HC20699
istex:C2638E2A4D14D6E4F4867A04821734939FCE7EE8
Dedicated to Professor Kin‐ya Akiba on the occasion of his 75th birthday
ISSN:1042-7163
1098-1071
DOI:10.1002/hc.20699