Properties and Synthetic Performances of Phenylamino Cyanoarenes under One-Photon Excitation Manifolds

In memory of Blas Flores Pérez (1963–2021)

Abstract

The synthesis of a set of new organic photocatalysts (PCs) with a donor-acceptor carbazolyl dicyanobenzene structure is reported. The PCs developed have fine-tailored redox potentials from –1.62 V (PC^•+/PC*) to 1.36 V (PC*/PC^•–) and were accessed through a straightforward two-step synthesis. The potential of these PCs was demonstrated in synthetically relevant reactions with mechanistically opposite thermodynamic requirements, previously reported only in the presence of precious Ir-based PCs. In addition, the PCs outperformed the yields promoted by the well-established 4CzIPN organic dye in both type of reactions.

Key words

light-driven reactions - photoredox catalysis - organocatalysis - synthetic methods - radical chemistry

Publikationsverlauf

Eingereicht: 08. Dezember 2021

Angenommen nach Revision: 18. Februar 2022

Accepted Manuscript online:
18. Februar 2022

Artikel online veröffentlicht:
19. April 2022

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