Bypassing the energy barrier of homolytic photodehalogenation in chloroaromatics through self-quenching

Limones Herrero Daniel, Pérez Ruiz Raúl, Jiménez Molero María Consuelo, Miranda Alonso Miguel Ángel

2013

Organic Letters

Reductive photodehalogenation of chloroaromatics is assumed to proceed from the triplet excited state, although its energy is often insufficient to promote a clean homolytic C–Cl cleavage. A clear-cut experimental proof is provided that correlates self-quenching of the directly observed triplet excited states of chlorocarbazole-based dyads 1 and 2 with photoreactivity via intramolecular charge transfer.