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Synthesis 2000; 2000(9): 1208-1210
DOI: 10.1055/s-2000-6406
short paper
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Synthesis of Triarylbismuthanes Fully Substituted with Arenes, Each Bearing a π-Accepting Substituent

Toshihiro Murafuji* , Kazuyoshi Nishio, Masahiro Nagasue, Akiko Tanabe, Megumi Aono, Yoshikazu Sugihara
  • *Department of Chemistry, Faculty of Science, Yamaguchi University, Yamaguchi 753-8512, Japan; Fax + 8 18 39 33 57 68; E-mail: murafuji@po.cc.yamaguchi-u.ac.jp; sugihara@po.cc.yamaguchi-u.ac.jp
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Publication Date:
31 December 2000 (online)

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Triarylbismuthanes 2a, 2b and 2d fully substituted with arenes each bearing a π-accepting substituent such as cyano, ester or formyl group, which are inaccessible by a conventional Grignard method, could be easily synthesized by using the iodine-magnesium exchange of iodoarenes with isopropylmagnesium bromide. Furthermore, a convenient route to tris(4-nitrophenyl)bismuthane 2e using the iodine-lithium exchange of 4-iodonitrobenzene with phenyllithium was developed.

bismuth - triarylbismuthane - π-accepting substituent - iodine-magnesium exchange - Grignard reagent