Thiophene-Fused Ladder Boroles with High Antiaromaticity

被引：140

作者：

Iida, Azusa

Yamaguchi, Shigehiro ^{[1
]}

机构：

[1] Nagoya Univ, Grad Sch Sci, Dept Chem, Chikusa Ku, Nagoya, Aichi 4648602, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2011年 / 133卷 / 18期

关键词：

PI-CONJUGATED MATERIALS; MAIN-GROUP ELEMENTS; SYSTEM; PERFLUOROPENTAPHENYLBOROLE; PENTAARYLBOROLES; DIBENZOBOROLE; RINGS;

D O I：

10.1021/ja2019977

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of polycyclic thiophene-fused boroles were synthesized on the basis of stepwise substitution reactions from thienylboronic ester precursors. In these ladder-type pi-conjugated systems, the thiophene-fused structure enhances the antiaromaticity of the borole ring. This trend is opposite to the conventional understanding that the arene-fused structure decreases the antiaromaticity of the 4 pi-electron ring skeletons. The ladder boroles exhibited characteristic properties such as long-wavelength absorptions and low reduction potentials.

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页码：6952 / 6955

页数：4

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