Photocatalyzed Dehydrogenation of Aliphatic N-Heterocycles Releasing Dihydrogen

Ritu, and Das, Saikat and Tian, Ya-Ming and Karl, Tobias and Jain, Nidhi and Koenig, Burkhard (2022) Photocatalyzed Dehydrogenation of Aliphatic N-Heterocycles Releasing Dihydrogen. ACS CATALYSIS, 12 (16). pp. 10326-10332. ISSN 2155-5435,

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Abstract

We report the iridium-nickel dual photocatalytic acceptorless and redox neutral dehydrogenation of aliphatic heterocycles yielding cyclic alkenes without overoxidation at room temperature. Excitation of the iridium photocatalyst initiates the formation of a nickel hydride intermediate that yields alkenes and H-2 via beta-hydride elimination. The reaction proceeds regioselectively and the scope was demonstrated by the synthesis of 12 biologically relevant molecules and drugs. In addition, commercially and easily available N-heterocyclic alkane starting materials were converted into functionalized alkenes of high synthetic and commercial value using the method.

Item Type: Article
Uncontrolled Keywords: VISIBLE-LIGHT-PHOTOREDOX; ACCEPTORLESS DEHYDROGENATION; CATALYZED DEHYDROGENATION; MERCURY-ELECTRODE; NICKEL; COMPLEXES; OXIDATION; COBALT; DESATURATION; HYDROGENATION; dehydrogenation; visible light; N-heterocycles; dihydrogen; redox neutral; iridium-nickel
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: 12 Dec 2023 10:46
Last Modified: 12 Dec 2023 10:46
URI: https://pred.uni-regensburg.de/id/eprint/57016

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