Novel route to functionalized tetraaryltetra[2,3]naphthaloporphyrins via oxidative aromatization

被引：60

作者：

Finikova, OS

Cheprakov, AV

Carroll, PJ

Vinogradov, SA ^{[1
]}

机构：

[1] Univ Penn, Dept Biochem & Biophys, Philadelphia, PA 19104 USA

[2] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119899, Russia

[3] Univ Penn, Dept Chem, Crystallog Lab, Philadelphia, PA 19104 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 68卷 / 19期

关键词：

D O I：

10.1021/jo0347819

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel general route to substituted meso-tetraaryltetra [2,3] naphthaloporphyrins (Ar4TNP) and meso-tetraaryloctamethoxytetra[2,3]naphthaloporphyrins (Ar-4(MeO)(8)TNP) via oxidative aromatization of nonaromatically fused porphyrin precursors is described. Ar-4(MeO)(8)TNPs exhibit more red-shifted absorption bands than Ar(4)TNPs and differ dramatically in solubility. The first X-ray crystallographic structure of tetranaphthaloporphyrin, i.e., PdAr4TNP (Ar = 4-MeO2CC6H4), revealed that the degree of nonplanar distortion of this macrocycle is only slightly higher than that of the homologous tetrabenzoporphyrins (Ar4TBP).

引用

页码：7517 / 7520

页数：4

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