Reduction of a Kinetically Stabilized Silabenzene Leading to the Formation of the Corresponding Anion Radical Species†
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Institute for Chemical Research, Kyoto University, Gokasho, Uji, Kyoto 611-0011, Japan, and Graduate School of Science, Osaka City University, 3-3-138 Sugimoto, Sumiyoshi-ku, Osaka 558-8585, Japan
* To whom correspondence should be addressed. Tel: +81-774-38-3200 . Fax: +81-774-38-3209 . E-mail: [email protected]
†Dedicated to Prof. Renji Okazaki on the occasion of his 70th birthday.
‡Kyoto University.
§Osaka City University.
Abstract
An electrochemical study of kinetically stabilized silabenzene, 1-{2,4,6-tris[bis(trimethylsilyl)methyl]phenyl}silabenzene (1), revealed that its reduction potential is –2.96 V (vs Cp2Fe/Cp2Fe+), which is lower than that of naphthalene. The anion radical species of 1 was generated by one-electron reduction using lithium naphthalenide and characterized by ESR spectroscopy.
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