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Synthesis 2001(9): 1386-1394
DOI: 10.1055/s-2001-15230
PAPER
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Unsymmetrically Benzo-Annulated Phthalocyanines

Reiner Jung, Michael Hanack*
Institut für Organische Chemie, Universität Tübingen, Auf der Morgenstelle 18, 72076 Tübingen, Germany
Fax: +49(7071)295244; e-Mail: hanack@uni-tuebingen.de;
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Publication History

Received 26 January 2001
Publication Date:
24 September 2004 (online)

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Abstract

A general synthesis of unsymmetrically benzo-annulated phthalocyanines is described. The desired functional group is introduced in the macrocycle by Diels-Alder reaction always starting from the phthalocyanine precursor 1. Complete aromatization is accomplished by reacting the Diels-Alder product with a dehydrating agent like p-toluenesulfonic acid or DBU.

Key words

nickel(II) phthalocyanines - synthesis - Diels-Alder reaction - dehydrations - unsymmetrical substitution pattern

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