Synthesis of a bisdienophilic phthalocyanine and of precursors for repetitive Diels-Alder reactions based on hemiporphyrazines and phthalocyanines

被引：32

作者：

Stihler, P ^{[1
]}

Hauschel, B ^{[1
]}

Hanack, M ^{[1
]}

机构：

[1] UNIV TUBINGEN,INST ORGAN CHEM,D-72076 TUBINGEN,GERMANY

来源：

CHEMISCHE BERICHTE-RECUEIL | 1997年 / 130卷 / 06期

关键词：

unsymmetrical phthalocyanines; hemiporphyrazines; macrocyclic bisdienes and bisdienophiles; Diels-Alder reactions; ladder polymers; cycloaddition; macrocycles;

D O I：

10.1002/cber.19971300620

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The specific synthesis of a metal-free bisdienophilic phthalocyanine 3, suitable for repetitive Diels-Alder reactions, is reported. This was achieved by condensation of 1,3,3-trichloro-6/7-nitroisoindolenine (1) and 4,9-dibutoxy-2,3,5,8-tetrahydro-1,3-diimino-1H-5,8-epoxybenz[f]isoindolin (2). The ability of 3 to undergo Diels-Alder reactions was tested by reaction with an excess of 1,2,3,4-tetraphenylcyclopentadienone (5). Experimental data of the hemiporphyrazines 9, 10, and 11, which can be used as precursors for the synthesis of ladder polymers, are also given in the Experimental Section.

引用

页码：801 / 806

页数：6

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