In situ Generated Copper(II)-Quinoline Complexes as Robust and Versatile Photocatalysts for the Chlorosulfonylation of Olefins

Chaibuth, Pawittra and Engl, Sebastian and Reichle, Alexander and Chainok, Kittipong and Sukwattanasinitt, Mongkol and Reiser, Oliver (2023) In situ Generated Copper(II)-Quinoline Complexes as Robust and Versatile Photocatalysts for the Chlorosulfonylation of Olefins. ADVANCED SYNTHESIS & CATALYSIS, 365 (24). pp. 4701-4707. ISSN 1615-4150, 1615-4169

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Abstract

A series of copper complexes was synthesized and studied as photocatalysts for the chlorosulfonylation of olefins. Featuring a tetradentate ligand consisting of one amino quinoline and two methyl pyridine moieties, the resulting Cu(II)-complex is effective under visible light irradiation to add sulfonyl chlorides to alkenes and alkynes, including unactivated aliphatic olefins. A weak base additive such as Na2CO3 prevents catalyst poisoning, resulting in an improvement of reaction yields and catalyst lifetime. A broad scope of sulfonyl chlorides and alkenes/alkynes as coupling partners are amenable for the title process, including examples previously reported unsuccessful with established copper-based photocatalysts.

Item Type: Article
Uncontrolled Keywords: TRANSFER RADICAL-ADDITION; ATRA; ALKYNES; Chlorosulfonylation; Copper-quinoline complex; Photocatalyst
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
Depositing User: Dr. Gernot Deinzer
Date Deposited: 22 Mar 2024 11:00
Last Modified: 22 Mar 2024 11:00
URI: https://pred.uni-regensburg.de/id/eprint/59780

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