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Controllable Isomerization of Alkenes by Dual Visible‐Light‐Cobalt Catalysis
Author(s) -
Meng QingYuan,
Schirmer Tobias E.,
Katou Kousuke,
König Burkhard
Publication year - 2019
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201900849
Subject(s) - isomerization , chemistry , xantphos , catalysis , cobalt , photochemistry , ligand (biochemistry) , hydride , alkene , organic chemistry , hydrogen , palladium , biochemistry , receptor
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 Co I being involved in the generation of a Co hydride, which subsequently adds to alkenes initiating the isomerization.