A SIMPLE SYNTHESIS OF 4,5-DISUBSTITUTED 1,2-DICYANOBENZENES AND 2,3,9,10,16,17,23,24-OCTASUBSTITUTED PHTHALOCYANINES

被引：371

作者：

WOHRLE, D ^{[1
]}

ESKES, M ^{[1
]}

SHIGEHARA, K ^{[1
]}

YAMADA, A ^{[1
]}

机构：

[1] RIKEN INST PHYS & CHEM RES,WAKO,SAITAMA 35101,JAPAN

来源：

SYNTHESIS-STUTTGART | 1993年 / 02期

关键词：

D O I：

10.1055/s-1993-25825

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

4,5-Dichloro-1,2-dicyanobenzene (5) was prepared in an overall yield of 49% from 4,5-dichloro-1,2-benzenedicarboxylic acid (1). The reactions of 5 with phenols, thiophenol and 1-propanethiol led in a nucleophilic displacement reaction to the 4,5-bis(aryloxy)-, 4,5-bis(phenylthio)- and 4,5-bis(propylthio)-1,2-dicyanobenzenes 6 which were converted in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene in high yields to octasubstituted phthalocyanines (tetrabenzoporphyrazines) 7. Some compounds 7 contain eight free phenolic, carboxylic acid or pyridyl groups.

引用

页码：194 / 196

页数：3

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