Issue 13, 2023
From the journal:

Chemical Communications

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

Pengju Li,a   Rong Liu,a   Zijian Zhao,a   Fushuang Niua  and  Ke Hu ORCID logo *a  

* Corresponding authors

a Department of Chemistry and Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, Fudan University, 220 Handan Road, Shanghai 200433, P. R. China
E-mail: khu@fudan.edu.cn

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

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Article information

DOI
https://doi.org/10.1039/D2CC06730G
Article type
Communication
Submitted
09 Dec 2022
Accepted
17 Jan 2023
First published
17 Jan 2023

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

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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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