Issue 4, 2024

Visible-light-driven photocatalytic carboxylation to aromatic carboxylic acids with CO2

Abstract

(Hetero)aromatic carboxylic acids and their derivatives attract attention due to their role in the synthesis of several biologically active molecules, active pharmaceutical ingredients, polymers, etc. Carbon dioxide (CO2) is a prime C1 source for the synthesis of aromatic carboxylic acids because of its nontoxicity, nonflammability, abundance and renewability. Owing to the thermodynamic and chemical inertness of CO2, traditional carboxylation to aromatic carboxylic acids with CO2 is always performed under harsh reaction conditions or using stoichiometric metallic reductants. Visible-light-driven carboxylation with CO2 provides an environmentally benign, mild, and high-efficiency route for the production of aromatic carboxylic acids. This review comprehensively introduces the visible-light-driven preparation of aromatic carboxylic acids through a visible-light-driven oxidative addition and reductive elimination mechanism, binding of aryl (radical) anions which are produced by photoinduced electron transfer (PET) to CO2, binding of carbon dioxide anion radicals (CO2˙) which are formed by PET to aryl compounds, radical coupling between CO2˙ and aryl radicals, and other mechanisms. Finally, this review provides a summary and the future work direction. This article offers a theoretical guidance for efficient synthesis of aromatic carboxylic acids via photocatalysis.

Graphical abstract: Visible-light-driven photocatalytic carboxylation to aromatic carboxylic acids with CO2

Article information

Article type
Review Article
Submitted
02 Nov 2023
Accepted
19 Dec 2023
First published
27 Dec 2023

Org. Biomol. Chem., 2024,22, 682-693

Visible-light-driven photocatalytic carboxylation to aromatic carboxylic acids with CO2

J. Lan, X. Lu, B. Ren, F. Duo, X. Niu and J. Si, Org. Biomol. Chem., 2024, 22, 682 DOI: 10.1039/D3OB01788E

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