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

Author:

Tyurin Vladimir S.1ORCID,Shkirdova Alena O.1,Koifman Oscar I.2ORCID,Zamilatskov Ilya A.1

Affiliation:

1. Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, 119071 Moscow, Russia

2. Department of Chemistry and Technology of Macromolecular Compounds, Ivanovo State University of Chemistry and Technology, 153000 Ivanovo, Russia

Abstract

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.

Funder

Russian Science Foundation

Publisher

MDPI AG

Subject

Chemistry (miscellaneous),Analytical Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Molecular Medicine,Drug Discovery,Pharmaceutical Science

Reference129 articles.

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5. Formylporphyrins and their derivatives in the chemistry of porphyrins (review);Ponomarev;Chem. Heterocycl. Compd.,1994

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