Complementary syntheses giving access to a full suite of differentially substituted phthalocyanine-porphyrin hybrids

Alkorbi, Faeza, Díaz-Moscoso, Alejandro, Gretton, Jacob, Chambrier, Isabelle, Tizzard, Graham J., Coles, Simon J., Hughes, David L. and Cammidge, Andrew N. (2021) Complementary syntheses giving access to a full suite of differentially substituted phthalocyanine-porphyrin hybrids. Angewandte Chemie International Edition, 60 (14). pp. 7632-7636. ISSN 1433-7851

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Abstract

Phthalocyanines and porphyrins are often the scaffolds of choice for use in widespread applications. Synthetic advances allow bespoke derivatives to be made, tailoring their properties. The selective synthesis of unsymmetrical systems, particularly phthalocyanines, has remained a significant unmet challenge. Porphyrin-phthalocyanine hybrids offer the potential to combine the favorable features of both parent structures, but again synthetic strategies are poorly developed. Here we demonstrate strategies that give straightforward, controlled access to differentially substituted meso-aryl-tetrabenzotriazaporphyrins by reaction between an aryl-aminoisoindolene (A) initiator and a complementary phthalonitrile (B). The choice of precursors and reaction conditions allows selective preparation of 1:3 Ar-ABBB and, uniquely, 2:2 Ar-ABBA functionalized hybrids.

Item Type: Article
Uncontrolled Keywords: hybrids,phthalocyanines,porphyrinoids,selectivity,catalysis,chemistry(all) ,/dk/atira/pure/subjectarea/asjc/1500/1503
Faculty \ School: Faculty of Science > School of Chemistry
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Depositing User: LivePure Connector
Date Deposited: 19 Jan 2021 00:57
Last Modified: 02 Apr 2021 01:39
URI: https://ueaeprints.uea.ac.uk/id/eprint/78213
DOI: 10.1002/anie.202016596

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