Catalyse

s-Tetrazine Dyes: A Facile Generation of Photoredox Organocatalysts for Routine Oxidations

Published on - Journal of Organic Chemistry

Authors: Tuan Le, Thibaut Courant, Jérémy Merad, Clémence Allain, Pierre Audebert, Géraldine Masson

A series of organic dyes derived from s-tetrazine have been synthesized, and their photophysical and electrochemical properties are systematically investigated. Testing these compounds as photoredox catalysts in a model oxidative C-S bond cleavage of thioethers has led us to identify new classes of active s-tetrazines. Moreover, some of them can be formed in situ from commercially available 3,6-dichlorotetrazine, making this photocatalyzed C-S bond functionalization simple and highly practical.