A doubly N-fused benzohexaphyrin and its rearrangement to a fluorescent macrocycle upon DDQ oxidation

被引：25

作者：

Inokuma, Y

Matsunari, T

Ono, N

Uno, H

Osuka, A

机构：

[1] Ehime Univ, Fac Sci, Dept Chem, Matsuyama, Ehime 7908577, Japan

[2] Ehime Univ, Integrated Ctr Sci, Matsuyama, Ehime 7908577, Japan

[3] Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto, Japan

[4] Japan Sci & Technol Agcy, CREST, Sakyo Ku, Kyoto 6068502, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2005年 / 44卷 / 12期

关键词：

fluorescence; macrocycles; oxidation; porphyrinoids; retro reactions;

D O I：

10.1002/anie.200462815

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A retro-Diels-Alder reaction of a β-bicyclo[2.2.2]octadiene-fused precursor yields the doubly N-fused β-benzo[28]-hexaphyrin(1.1.1.1.1.1) shown, which undergoes oxidative rearrangement upon treatment with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) to yield a macrocycle that emits fluorescence in the visible/near-IR region. (Chemical Equation Presented) © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.

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页码：1856 / 1860

页数：5

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