Metal-Mediated Synthesis of Antiaromatic Porphyrinoids from a BODIPY Precursor

被引：67

作者：

Sakida, Takafumi ^{[1
]}

Yamaguchi, Shigeru ^{[1
]}

Shinokubo, Hiroshi ^{[1
]}

机构：

[1] Nagoya Univ, Dept Appl Chem, Grad Sch Engn, Nagoya, Aichi 4648603, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 10期

关键词：

annulenes; aromaticity; cross-coupling; dyes/pigments; porphyrinoids; MOBIUS AROMATICITY; COUPLING REACTIONS; DYES; DERIVATIVES; FUNCTIONALIZATION; PHOTOPHYSICS; HEXAPHYRINS;

D O I：

10.1002/anie.201006314

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Figure Presented) Metallic route to antiaromaticity: The synthesis of a butadiyne-bridged cyclic BODIPY dimer (see structure; C white, B orange, N blue, F green) and trimer was achieved through Pd-catalyzed Stille coupling and Cu-mediated Glaser-type coupling. These cyclic BODIPYs were found to be stable 24π- and 36π-antiaromatic porphyrinoids with planar conformations, and their structures, electronic states, and reactivity were explored. © 2011 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：2280 / 2283

页数：4

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