Convenient syntheses of phthalocyanine and tetrabenzotriazaporphyrin (TBTAP) mono-alkynes; unhindered building blocks for click chemistry and beyond

Aljuhani, Ateyat Allah, Diaz-Moscoso, Alejandro and Cammidge, Andrew N. ORCID: https://orcid.org/0000-0001-7912-4310 (2023) Convenient syntheses of phthalocyanine and tetrabenzotriazaporphyrin (TBTAP) mono-alkynes; unhindered building blocks for click chemistry and beyond. Journal of Porphyrins and Phthalocyanines. ISSN 1088-4246

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Abstract

Unsymmetrical phthalocyanines and related macrocycles are often desirable for covalent construction or the self-assembly of more complex architectures. Terminal alkynes are versatile in this regard because they are amenable to cross-coupling via Sonogashira-type reactions, alkyne-alkyne coupling via Glaser-type couplings, and triazole formation via Click reaction with azides. Here we describe two complementary syntheses to conveniently add a single alkyne onto the phthalocyanine peripheral position and onto the meso-phenyl group of an (aryl)tetrabenzotriazaporphyrin, here providing a remote link point that is insulated from the macrocycle.

Item Type:	Article
Uncontrolled Keywords:	alkynes,click chemistry,cross-coupling,phthalocyanine-porphyrin hybrids,unsymmetrical phthalocyanines,chemistry(all),2* ,/dk/atira/pure/subjectarea/asjc/1600
Faculty \ School:	Faculty of Science > School of Chemistry
Related URLs:	http://www.scopus.com/inward/record.url?...
Depositing User:	LivePure Connector
Date Deposited:	13 Mar 2023 11:30
Last Modified:	27 Mar 2023 08:30
URI:	https://ueaeprints.uea.ac.uk/id/eprint/91479
DOI:	10.1142/S1088424623500098

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