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Exploring the Reactivity of Melanins as Photocatalysts for Reductive Dehalogenations.

Authors :
Capucciati, Andrea
Foli, Valentina
Lioniello, Pasquale
Alfieri, Maria Laura
Cassera, Elena
Merli, Daniele
Manini, Paola
Ravelli, Davide
Source :
European Journal of Organic Chemistry; 5/27/2024, Vol. 27 Issue 20, p1-7, 7p
Publication Year :
2024

Abstract

Four melanin polymers prepared from different precursors (5,6‐dihydroxyindole, 5,6‐dihydroxyindole 2‐carboxylic acid, 1,8‐dihydroxynaphthalene and dopamine) have been adopted as photocatalysts in the reductive dehalogenation of a series of model α‐halogen carbonyl derivatives. The best performing melanin was that obtained from 5,6‐dihydroxyindole 2‐carboxylic acid, which allowed to dehalogenate efficiently both bromomalonate esters and phenacyl bromide; on the other hand, chloromalonate esters were almost unreactive under the same reaction conditions. Electrochemical and control experiments enabled to elucidate the reaction mechanism, demonstrating the key role of electrons as charge carriers in the observed photocatalytic process. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
1434193X
Volume :
27
Issue :
20
Database :
Complementary Index
Journal :
European Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
177511798
Full Text :
https://doi.org/10.1002/ejoc.202400191