Controllable Isomerization of Alkenes by Dual Visible-Light-Cobalt Catalysis

Meng, Qing-Yuan and Schirmer, Tobias E. and Katou, Kousuke and Koenig, Burkhard (2019) Controllable Isomerization of Alkenes by Dual Visible-Light-Cobalt Catalysis. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 58 (17). pp. 5723-5728. ISSN 1433-7851, 1521-3773

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Abstract

We report herein that thermodynamic and kinetic isomerization of alkenes can be accomplished by the combination of visible light with Co catalysis. Utilizing Xantphos as the ligand, the most stable isomers are obtained, while isomerizing terminal alkenes over one position can be selectively controlled by using DPEphos as the ligand. The presence of the donor-acceptor dye 4CzIPN accelerates the reaction further. Transformation of exocyclic alkenes into the corresponding endocyclic products could be efficiently realized by using 4CzIPN and Co(acac)(2) in the absence of any additional ligands. Spectroscopic and spectroelectrochemical investigations indicate CoI being involved in the generation of a Co hydride, which subsequently adds to alkenes initiating the isomerization.

Item Type: Article
Uncontrolled Keywords: THERMAL-DECOMPOSITION; TERMINAL ALKENES; BITE ANGLE; 1-ALKENES; HYDROGEN; MONOISOMERIZATION; DEBROMINATION; COMPLEXES; MECHANISM; EFFICIENT; alkene isomerization; cobalt; photosynthesis; visible light catalysis
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie
Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Depositing User: Dr. Gernot Deinzer
Date Deposited: 14 Apr 2020 05:55
Last Modified: 14 Apr 2020 05:55
URI: https://pred.uni-regensburg.de/id/eprint/27160

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