Aromatic Chlorosulfonylation by Photoredox Catalysis

Majek, Michal and Neumeier, Michael and Jacobi von Wangelin, Axel (2017) Aromatic Chlorosulfonylation by Photoredox Catalysis. CHEMSUSCHEM, 10 (1). pp. 151-155. ISSN 1864-5631, 1864-564X

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Abstract

Visible-light photoredox catalysis enables the efficient synthesis of arenesulfonyl chlorides from anilines. The new protocol involves the convenient in situ preparation of arenediazonium salts (from anilines) and the reactive gases SO2 and HCl (from aqueous SOCl2). The photocatalytic chlorosulfonylation operates at mild conditions (room temperature, acetonitrile/water) with low catalyst loading. Various functional groups are tolerated (e.g., halides, azides, nitro groups, CF3, SF5, esters, heteroarenes). Theoretical and experimental studies support a photoredox-catalysis mechanism.

Item Type: Article
Uncontrolled Keywords: SULFONYL CHLORIDES; METAL-FREE; SULFUR-DIOXIDE; SALTS; ALKYL; ARYLATION; ANILINES; aromatic substitution; photochemistry; photoredox catalysis; ruthenium; sulfonylation
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Arbeitskreis Prof. Dr. Axel Jacobi von Wangelin
Depositing User: Dr. Gernot Deinzer
Date Deposited: 14 Dec 2018 13:01
Last Modified: 11 Feb 2019 12:52
URI: https://pred.uni-regensburg.de/id/eprint/563

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