Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
BCSJ Award Article
Synthesis and Structures of a Series of Bulky “Rind-Br” Based on a Rigid Fused-Ring s-Hydrindacene Skeleton
Tsukasa MatsuoKatsunori SuzukiTomohide FukawaBaolin LiMikinao ItoYoshiaki ShojiTakashi OtaniLiangchun LiMegumi KobayashiMakoto HachiyaYoshiyuki TaharaDaisuke HashizumeTakeo FukunagaAiko FukazawaYongming LiHayato TsujiKohei Tamao
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JOURNALS OPEN ACCESS

2011 Volume 84 Issue 11 Pages 1178-1191

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Abstract

A series of octa-R-substituted bromo-s-hydrindacenes, “Rind-Br,” have been synthesized by a sequence of the Lewis acid catalyzed intramolecular Friedel–Crafts reaction, bromination and vice versa. Their structural features and physical properties depend on the eight R-substituents at the four benzylic positions on the s-hydrindacenyl skeleton. The molecular structures of the Rind-Br have been confirmed by X-ray crystallography, indicating the unique structural diversities of the bulky Rind groups.

A series of bulky “Rind-Br” based on a rigid fused-ring s-hydrindacenyl skeleton have been synthesized by a sequence of the Lewis acid catalyzed intramolecular Friedel–Crafts double cyclization reaction, bromination and vice versa. Fullsize Image
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© 2011 The Chemical Society of Japan
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