Synthesis 2001(11): 1614-1618
DOI: 10.1055/s-2001-16755
PAPER
© Georg Thieme Verlag Stuttgart · New York

Effective Synthesis of 1,3-Diselenole-2-selone-4,5-diselenolate (dsis) and its Utilization for the Synthesis of Selenocycle-fused Tetraselenafulvalene (TSF) Derivatives

Mie Kodania, Kazuo Takimiya*a, Yoshio Asoa, Tetsuo Otsubo*a, Takashi Nakayashikib, Yoji Misakib
a Department of Applied Chemistry, Faculty of Engineering, Hiroshima University, Higashi-Hiroshima 739-8527, Japan
Fax: +81(824)227191; e-Mail: ktakimi@hiroshima-u.ac.jp ;
b Department of Molecular Engineering, Graduate School of Engineering, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan
Further Information

Publication History

Received 16 April 2001
Publication Date:
12 August 2004 (online)

Abstract

A facile and effective synthetic procedure for 1,3-diselenole-2-selone-4,5-diselenolate (dsis, 2) has been established. The utilization of 2 for the synthesis of selenocycle-fused tetraselenafulvalene derivatives is also reported.

    References and Notes

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    (c) Essentially there should be no difference between cyanoethyl- and methoxycarbonylethyl- groups as a protecting group for thiolate or selenolate. However, in case of TSF selenolate derivatives, incorporation of cyanoethyl groups often leads to a serious decrease of solubility, making the subsequent deprotection/realkylation protocol difficult. Thus, we prefer the methoxycarbonylethyl group as a protecting group for the TSF selenolates.

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