Photoredox/HAT dual-catalyzed carboxylation of benzyl chlorides with CO2 using thiophenolate and formate as reductants

Zhengning Fan; Yaping Yi; Chanjuan Xi

Tetrahedron Green Chem (Dec 2023)

Photoredox/HAT dual-catalyzed carboxylation of benzyl chlorides with CO2 using thiophenolate and formate as reductants

Zhengning Fan,
Yaping Yi,
Chanjuan Xi

Affiliations

Zhengning Fan: MOE Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology, Department of Chemistry, Tsinghua University, Beijing 100084, China
Yaping Yi: MOE Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology, Department of Chemistry, Tsinghua University, Beijing 100084, China
Chanjuan Xi: MOE Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology, Department of Chemistry, Tsinghua University, Beijing 100084, China; State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China; Corresponding author. MOE Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology, Department of Chemistry, Tsinghua University, Beijing 100084, China.

Journal volume & issue: Vol. 2
p. 100028

Abstract

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Carboxylation of benzyl chlorides with CO2 has been developed with photoredox/HAT dual-catalysis. The reaction could be conducted at room temperature with blue LED light source. Potassium formate (HCO2K) is used as a green reductant and a catalytic amount of sodium thiophenolate (PhSNa) is applied as the HAT reagent. Strongly reductive carbon dioxide radical anion (CO2‧–) is produced to promote the cleavage of C–Cl bond.

Carbon dioxide: carboxylation: photoredox catalysis

Published in Tetrahedron Green Chem

ISSN: 2773-2231 (Online)
Publisher: Elsevier
Country of publisher: United Kingdom
LCC subjects: Science: Chemistry
Website: https://www.sciencedirect.com/journal/tetrahedron-green-chem

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