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CuAAC-inspired synthesis of 1,2,3-triazole-bridged porphyrin conjugates: an overview

Among all the available approaches in organic synthesis, the “click chemistry” protocol is very common nowadays to covalently connect two diverse moieties in a single framework. Therefore, this review focuses on the synthesis and photophysical studies of β- and meso-substituted and 1,2,3-triazole-fu...

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Autor principal: Singh, Dileep Kumar
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10043743/
https://www.ncbi.nlm.nih.gov/pubmed/36998309
http://dx.doi.org/10.3762/bjoc.19.29
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author Singh, Dileep Kumar
author_facet Singh, Dileep Kumar
author_sort Singh, Dileep Kumar
collection PubMed
description Among all the available approaches in organic synthesis, the “click chemistry” protocol is very common nowadays to covalently connect two diverse moieties in a single framework. Therefore, this review focuses on the synthesis and photophysical studies of β- and meso-substituted and 1,2,3-triazole-fused porphyrin conjugates. All of the porphyrin conjugates discussed here are synthesized via a copper(I)-catalyzed Huisgen 1,3-dipolar cycloaddition reaction between an azide and a terminal alkyne, also popular as "click reaction" or CuAAC reaction. Moreover, the 1,2,3-triazole ring also serves as a spacer and an electron transfer bridge between the porphyrin and the attached chromophores. In order to provide a critical overview of the synthesis and properties of various porphyrin-triazole hybrids, this review will discuss some of the key reactions involved in the preparation of triazole-linked porphyrin conjugates.
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spelling pubmed-100437432023-03-29 CuAAC-inspired synthesis of 1,2,3-triazole-bridged porphyrin conjugates: an overview Singh, Dileep Kumar Beilstein J Org Chem Review Among all the available approaches in organic synthesis, the “click chemistry” protocol is very common nowadays to covalently connect two diverse moieties in a single framework. Therefore, this review focuses on the synthesis and photophysical studies of β- and meso-substituted and 1,2,3-triazole-fused porphyrin conjugates. All of the porphyrin conjugates discussed here are synthesized via a copper(I)-catalyzed Huisgen 1,3-dipolar cycloaddition reaction between an azide and a terminal alkyne, also popular as "click reaction" or CuAAC reaction. Moreover, the 1,2,3-triazole ring also serves as a spacer and an electron transfer bridge between the porphyrin and the attached chromophores. In order to provide a critical overview of the synthesis and properties of various porphyrin-triazole hybrids, this review will discuss some of the key reactions involved in the preparation of triazole-linked porphyrin conjugates. Beilstein-Institut 2023-03-22 /pmc/articles/PMC10043743/ /pubmed/36998309 http://dx.doi.org/10.3762/bjoc.19.29 Text en Copyright © 2023, Singh https://creativecommons.org/licenses/by/4.0/This is an open access article licensed under the terms of the Beilstein-Institut Open Access License Agreement (https://www.beilstein-journals.org/bjoc/terms/terms), which is identical to the Creative Commons Attribution 4.0 International License (https://creativecommons.org/licenses/by/4.0 (https://creativecommons.org/licenses/by/4.0/) ). The reuse of material under this license requires that the author(s), source and license are credited. Third-party material in this article could be subject to other licenses (typically indicated in the credit line), and in this case, users are required to obtain permission from the license holder to reuse the material.
spellingShingle Review
Singh, Dileep Kumar
CuAAC-inspired synthesis of 1,2,3-triazole-bridged porphyrin conjugates: an overview
title CuAAC-inspired synthesis of 1,2,3-triazole-bridged porphyrin conjugates: an overview
title_full CuAAC-inspired synthesis of 1,2,3-triazole-bridged porphyrin conjugates: an overview
title_fullStr CuAAC-inspired synthesis of 1,2,3-triazole-bridged porphyrin conjugates: an overview
title_full_unstemmed CuAAC-inspired synthesis of 1,2,3-triazole-bridged porphyrin conjugates: an overview
title_short CuAAC-inspired synthesis of 1,2,3-triazole-bridged porphyrin conjugates: an overview
title_sort cuaac-inspired synthesis of 1,2,3-triazole-bridged porphyrin conjugates: an overview
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10043743/
https://www.ncbi.nlm.nih.gov/pubmed/36998309
http://dx.doi.org/10.3762/bjoc.19.29
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