An efficient one-flask synthesis of N-confused tetraphenylporphyrin

被引：196

作者：

Geier, GR ^{[1
]}

Haynes, DM ^{[1
]}

Lindsey, JS ^{[1
]}

机构：

[1] N Carolina State Univ, Dept Chem, Raleigh, NC 27695 USA

来源：

ORGANIC LETTERS | 1999年 / 1卷 / 09期

关键词：

D O I：

10.1021/ol9910114

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] N-Confused meso-substituted porphyrin is a porphyrin isomer previously available from one-flask porphyrin syntheses as a low-yield byproduct (<7.5%). We have found that methanesulfonic acid catalyzed condensation of pyrrole and benzaldehyde followed by DDQ oxidation provides N-confused tetraphenylporphyrin (NC-TPP) in up to 39% yield in analytical scale experiments, Preparative synthesis provided an isolated yield of 35% (800 mg), This represents a >5-fold yield improvement and makes significant quantities of NC-TPP readily available.

引用

页码：1455 / 1458

页数：4

共 12 条

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