Chemoselective Vicinal Dichlorination of Alkenes by Iron Ligand-to-Metal Charge-Transfer Catalysis

Stahl, Jessica and Reiter, Thilo and Koenig, Burkhard (2024) Chemoselective Vicinal Dichlorination of Alkenes by Iron Ligand-to-Metal Charge-Transfer Catalysis. SYNLETT, 35 (09). pp. 1057-1061. ISSN 0936-5214, 1437-2096

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Abstract

We report the photocatalytic functionalization of terminal alkenes to vicinal dichlorides by using visible light and FeCl3 as a catalyst, LiCl as a chloride source, and air as an oxidant. The transformation is proposed to be initiated by ligand-to-metal charge-transfer bond homolysis of a Fe-Cl bond, giving a highly reactive chloride radical able to initiate the functionalization of olefins. The process shows high chemoselectivity and broad functional-group tolerance with yields of up to 94% under mild conditions.

Item Type: Article
Uncontrolled Keywords: CHLORIDE; PHOTOCHEMISTRY; iron catalysis; photocatalysis; ligand-to-metal charge transfer; chlorination; alkenes; vicinal dichlorides
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Depositing User: Dr. Gernot Deinzer
Date Deposited: 16 Dec 2025 06:53
Last Modified: 16 Dec 2025 06:53
URI: https://pred.uni-regensburg.de/id/eprint/63788

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