Cargando…

Meso-Formyl, Vinyl, and Ethynyl Porphyrins—Multipotent Synthons for Obtaining a Diverse Array of Functional Derivatives

This review presents a strategy for obtaining various functional derivatives of tetrapyrrole compounds based on transformations of unsaturated carbon-oxygen and carbon-carbon bonds of the substituents at the meso position (meso-formyl, vinyl, and ethynyl porphyrins). First, synthetic approaches to t...

Descripción completa

Detalles Bibliográficos
Autores principales: Tyurin, Vladimir S., Shkirdova, Alena O., Koifman, Oscar I., Zamilatskov, Ilya A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10421532/
https://www.ncbi.nlm.nih.gov/pubmed/37570752
http://dx.doi.org/10.3390/molecules28155782
_version_ 1785089003798659072
author Tyurin, Vladimir S.
Shkirdova, Alena O.
Koifman, Oscar I.
Zamilatskov, Ilya A.
author_facet Tyurin, Vladimir S.
Shkirdova, Alena O.
Koifman, Oscar I.
Zamilatskov, Ilya A.
author_sort Tyurin, Vladimir S.
collection PubMed
description This review presents a strategy for obtaining various functional derivatives of tetrapyrrole compounds based on transformations of unsaturated carbon-oxygen and carbon-carbon bonds of the substituents at the meso position (meso-formyl, vinyl, and ethynyl porphyrins). First, synthetic approaches to the preparation of these precursors are described. Then diverse pathways for the transformations of the multipotent synthons are discussed, revealing a variety of products of such reactions. The structures, electronic, and optical properties of the compounds obtained by the methods under consideration are analyzed. In addition, there is an overview of the applications of the products obtained. Biomedical use of the compounds is among the most important. Finally, the advantages of using the reviewed synthetic strategy to obtain dyes with targeted properties are highlighted.
format Online
Article
Text
id pubmed-10421532
institution National Center for Biotechnology Information
language English
publishDate 2023
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-104215322023-08-12 Meso-Formyl, Vinyl, and Ethynyl Porphyrins—Multipotent Synthons for Obtaining a Diverse Array of Functional Derivatives Tyurin, Vladimir S. Shkirdova, Alena O. Koifman, Oscar I. Zamilatskov, Ilya A. Molecules Review This review presents a strategy for obtaining various functional derivatives of tetrapyrrole compounds based on transformations of unsaturated carbon-oxygen and carbon-carbon bonds of the substituents at the meso position (meso-formyl, vinyl, and ethynyl porphyrins). First, synthetic approaches to the preparation of these precursors are described. Then diverse pathways for the transformations of the multipotent synthons are discussed, revealing a variety of products of such reactions. The structures, electronic, and optical properties of the compounds obtained by the methods under consideration are analyzed. In addition, there is an overview of the applications of the products obtained. Biomedical use of the compounds is among the most important. Finally, the advantages of using the reviewed synthetic strategy to obtain dyes with targeted properties are highlighted. MDPI 2023-07-31 /pmc/articles/PMC10421532/ /pubmed/37570752 http://dx.doi.org/10.3390/molecules28155782 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Review
Tyurin, Vladimir S.
Shkirdova, Alena O.
Koifman, Oscar I.
Zamilatskov, Ilya A.
Meso-Formyl, Vinyl, and Ethynyl Porphyrins—Multipotent Synthons for Obtaining a Diverse Array of Functional Derivatives
title Meso-Formyl, Vinyl, and Ethynyl Porphyrins—Multipotent Synthons for Obtaining a Diverse Array of Functional Derivatives
title_full Meso-Formyl, Vinyl, and Ethynyl Porphyrins—Multipotent Synthons for Obtaining a Diverse Array of Functional Derivatives
title_fullStr Meso-Formyl, Vinyl, and Ethynyl Porphyrins—Multipotent Synthons for Obtaining a Diverse Array of Functional Derivatives
title_full_unstemmed Meso-Formyl, Vinyl, and Ethynyl Porphyrins—Multipotent Synthons for Obtaining a Diverse Array of Functional Derivatives
title_short Meso-Formyl, Vinyl, and Ethynyl Porphyrins—Multipotent Synthons for Obtaining a Diverse Array of Functional Derivatives
title_sort meso-formyl, vinyl, and ethynyl porphyrins—multipotent synthons for obtaining a diverse array of functional derivatives
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10421532/
https://www.ncbi.nlm.nih.gov/pubmed/37570752
http://dx.doi.org/10.3390/molecules28155782
work_keys_str_mv AT tyurinvladimirs mesoformylvinylandethynylporphyrinsmultipotentsynthonsforobtainingadiversearrayoffunctionalderivatives
AT shkirdovaalenao mesoformylvinylandethynylporphyrinsmultipotentsynthonsforobtainingadiversearrayoffunctionalderivatives
AT koifmanoscari mesoformylvinylandethynylporphyrinsmultipotentsynthonsforobtainingadiversearrayoffunctionalderivatives
AT zamilatskovilyaa mesoformylvinylandethynylporphyrinsmultipotentsynthonsforobtainingadiversearrayoffunctionalderivatives