✦ LIBER ✦

Synthesis of phthalocyanines with one sulfonic acid, carboxylic acid, or amino group

✍ Scribed by Kliesch, Holger ;Weitemeyer, Andrea ;Müller, Silke ;Wöhrle, Dieter

Publisher: John Wiley and Sons
Year: 1995
Tongue: English
Weight: 472 KB
Volume: 1995
Category: Article
ISSN: 0947-3440
DOI: 10.1002/jlac.1995199507168

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✦ Synopsis

Abstract

Monofunctional phthalocyanines 7a,b, one bearing a sulfo and the other one a carboxyl group, were synthesized by lithium alkoxyde‐catalyzed statistical tetramerization of 4‐(4‐tert‐butylphenoxy)‐1,2‐benzenedicarbonitrile (3c) with 1,2‐dicyanobenzenes 3a,b carrying a carboxyl or sulfo group. Tribenzonaphthoporphyrazines 9a,b with one carboxyl or amino group were prepared under similar reaction conditions by tetramerization of 3,6‐dihexyloxy‐1,2‐benzenedicar‐bonitrile with 6‐amino‐ or 6‐carboxy‐2,3‐naphthalenedicar‐bonitrile 6b,6a. The zinc(II)‐containing macrocycles 7a, b, 9a, b obtained in yields of 11–20% were purified by column chromatography and characterized by UV/Vis, mass, and ^1^H‐NMR spectroscopy.

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