Colorful Friedel-Crafts chemistry of meso-tetraarylporphyrins.: An unexpected route to porphyrinic spiro dimers

被引：18

作者：

Jeandon, C ^{[1
]}

Ruppert, R ^{[1
]}

Richeter, S ^{[1
]}

Callot, HJ ^{[1
]}

机构：

[1] Univ Strasbourg 1, CNRS, UMR 7123, Fac Chim, F-67000 Strasbourg, France

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 09期

关键词：

D O I：

10.1021/ol0342554

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

graphic Under Friedel-Crafts conditions, meso-tetraarylporphyrins give porphyrin spiro dimers in good yield. This reaction involves acylation, acid-catalyzed cyclization, and dimerization. A stable dimer possessing three additional six-membered rings could be isolated and its structure determined. By modifying the substrate and reagents, intermediates could be isolated and characterized. The reactivity of the substrates, the side-reactions, and the concentration requirements to form the dimers, all explain why this reaction remained apparently unexplored in the widely used meso-tetraarylporphyrin series.

引用

页码：1487 / 1489

页数：3

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