Construction of a Highly Distorted Benzene Ring in a Double Helicene

被引：96

作者：

Hashimoto, Sigma ^{[2
,3
]}

Nakatsuka, Soichiro ^{[1
]}

Nakamura, Masaharu ^{[2
,3
]}

Hatakeyama, Takuji ^{[1
,4
,5
]}

机构：

[1] Kwansei Gakuin Univ, Dept Chem, Sch Sci & Technol, Sanda, Hyogo 6691337, Japan

[2] Kyoto Univ, Int Res Ctr Elements Sci IRCELS, ICR, Uji, Kyoto 6110011, Japan

[3] Kyoto Univ, Dept Energy & Hydrocarbon Chem, Grad Sch Engn, Nishikyo Ku, Kyoto 6158510, Japan

[4] Japan Sci & Technol Agcy JST, PRESTO, Chiyoda Ku, Tokyo 1020075, Japan

[5] Kyoto Univ, ESICB, Kyoto 6158510, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2014年 / 53卷 / 51期

基金：

日本科学技术振兴机构; 日本学术振兴会;

关键词：

aromaticity; density functional calculations; helical structures; ligand design; structure elucidation; MOLECULES;

D O I：

10.1002/anie.201408390

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A P-fused double helicene consisting of a highly distorted benzene ring, with a bending angle of 238, has been synthesized by a tandem intramolecular phospha-Friedel-Crafts reaction. Despite the distortion and reduced aromaticity, the double helicene shows thermal and chemical stability. These are important features that make these compounds attractive for applications as a new C-2-symmetric bisphosphine ligand. The simple strategy proposed in this work can be used to prepare a diverse range of distorted molecules.

引用

页码：14074 / 14076

页数：3

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