Direct Cobalt‐Catalyzed Phosphorylation of Porphyrins

A new approach has been proposed for synthesizing porphyrins with phosphoryl substituents by Co‐and Mn‐catalyzed C−H‐functionalization. The paper shows the effect of the solvent, oxidizer, and catalyst, porphyrin, and phosphite nature on the yield and composition of reaction products. It is shown th...

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Bibliographic Details
Published in:	ChemistrySelect (Weinheim) Vol. 6; no. 43; pp. 12188 - 12197
Main Authors:	Kiselev, Alexey N., Zaitseva, Svetlana V., Zdanovich, Sergei A., Shagalov, Evgeny V., Aleksandriysky, Viktor V., Syrbu, Sergei A., Koifman, Oscar I.
Format:	Journal Article
Language:	English
Published:	22-11-2021
Subjects:	catalyst C−H activation phosphorylation porphyrin
Online Access:	Get full text
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Summary:	A new approach has been proposed for synthesizing porphyrins with phosphoryl substituents by Co‐and Mn‐catalyzed C−H‐functionalization. The paper shows the effect of the solvent, oxidizer, and catalyst, porphyrin, and phosphite nature on the yield and composition of reaction products. It is shown that cobalt porphyrins can interact with phosphites in the absence of a catalyst, forming the products of axial binding to the metal cation. The reaction mechanism has been proposed. It was found that when using cobalt (II) and manganese (II) acetates, as well as directly cobalt and manganese metal complexes of porphyrins, the C−H functionalization undergoes the meso‐ and β‐positions of the porphyrin macroring. This synthetic approach makes it possible to use non‐halogenated porphyrins in the phosphorylation reaction and not to use catalysts based on palladium and platinum.
ISSN:	2365-6549 2365-6549
DOI:	10.1002/slct.202102728