Issue 13, 2023

Lignin C–C bond cleavage induced by consecutive two-photon excitation of a metal-free photocatalyst

Abstract

Photocatalytic lignin valorization has caught widespread attention; yet the reaction systems often employ noble metal complexes, hydrogen atom transfer (HAT) agents, and/or sacrificial electron donors/acceptors that do not comply with atom economy or environmental friendliness. Herein, we discovered that N-phenylphenothiazine (PTH) as a metal-free photocatalyst induced the cleavage of the lignin Cα–Cβ bond under ambient conditions free of those additional agents with a high yield and selectivity toward benzoic acid. Transient spectroscopic investigations revealed that the energy-demanding Cα–Cβ bond cleavage was induced by the potent oxidant, 2PTH˙+*, that was derived from consecutive two-photon excitation of PTH.

Graphical abstract: Lignin C–C bond cleavage induced by consecutive two-photon excitation of a metal-free photocatalyst

Supplementary files

Article information

Article type
Communication
Submitted
09 Dec. 2022
Accepted
17 Janv. 2023
First published
17 Janv. 2023

Chem. Commun., 2023,59, 1777-1780

Lignin C–C bond cleavage induced by consecutive two-photon excitation of a metal-free photocatalyst

P. Li, R. Liu, Z. Zhao, F. Niu and K. Hu, Chem. Commun., 2023, 59, 1777 DOI: 10.1039/D2CC06730G

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