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One-Electron Reduction of Kinetically Stabilized Dipnictenes:  Synthesis of Dipnictene Anion Radicals

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Contribution from the Institute for Chemical Research, Kyoto University, Gokasho, Uji, Kyoto 611-0011, Japan, Graduate School of Science, Osaka City University, 3-3-138 Sugimoto, Sumiyoshi-ku, Osaka 558-8585, Japan, Department of Chemistry, School of Science and Engineering, Waseda University, 3-4-1 Okubo, Shinjuku-ku, Tokyo 169-8555, Japan, and Department of Theoretical Molecular Science, Institute for Molecular Science, Myodaiji, Okazaki 444-8585, Japan
Cite this: J. Am. Chem. Soc. 2006, 128, 38, 12582–12588
Publication Date (Web):September 1, 2006
https://doi.org/10.1021/ja064062m
Copyright © 2006 American Chemical Society
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Abstract

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The redox behavior of kinetically stabilized dipnictenes, BbtEEBbt [E = P, Sb, Bi; Bbt = 2,6-bis[bis(trimethylsilyl)methyl]-4-[tris(trimethylsilyl)methyl]phenyl], was systematically disclosed using cyclic voltammetry and theoretical calculations. It was found that they showed reversible one-electron redox couples in the reduction region. The anion radical species of the Bbt-substituted diphosphene and distibene were successfully synthesized by the reduction of the corresponding neutral dipnictenes (BbtPPBbt and BbtSbSbBbt). Their structures were reasonably characterized by ESR, UV−vis, and Raman spectroscopy, and the distibene anion radical was structurally characterized by X-ray crystallographic analysis.

 Kyoto University.

 Osaka City University.

§

 Waseda University.

 Institute for Molecular Science.

*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

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X-ray crystallographic data of [Li+(dme)3][2b-] in a CIF format. Complete ref 29 and the optimized coordinates of the model compounds in PDF format. This material is available free of charge via the Internet at http://pubs.acs.org.

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