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, 27 (01n04). pp. 408-413. 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
UEA Research Groups: Faculty of Science > Research Groups > Chemistry of Materials and Catalysis
Faculty of Science > Research Groups > Chemistry of Light and Energy
Faculty of Science > Research Groups > Centre for Photonics and Quantum Science
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Depositing User: LivePure Connector
Date Deposited: 13 Mar 2023 11:30
Last Modified: 02 Mar 2024 01:38
URI: https://ueaeprints.uea.ac.uk/id/eprint/91479
DOI: 10.1142/S1088424623500098

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