Effect of substituents in OsO4 reactions of metallochlorins regioselective synthesis of isobacteriochlorins and bacteriochlorins

被引：21

作者：

Kozyrev, AN ^{[1
]}

Dougherty, TJ ^{[1
]}

Pandey, RK ^{[1
]}

机构：

[1] ROSWELL PK CANC INST,DIV CHEM,DEPT RADIAT BIOL,DIV RADIAT MED,BUFFALO,NY 14263

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 22期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/0040-4039(96)00712-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A first regioselective synthesis of bacteriochlorin by hydroxylation of metallated chlorin with OsO4 is discussed. This is the first example for the preparation of metallobacteriochlorin. This methodology can also be used for the preparation of unsymmetrical isobacteriochlorins by introducing electron-withdawing substituent(s) at the adjacent position(s) of the reduced ring. The Zn(II) vic-dihydroxybacteriochlorin obtained from 2-formyl-purpurin methyl ester showed long wavelength absorption at 828 nm which seems to be associated with electronic interactions of the substituents with the pi-system of the macrocycle. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：3781 / 3784

页数：4

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