Photoredox- and Nickel-Catalyzed Hydroalkylation of Alkynes with 4-Alkyl-1,4-dihydropyridines: Ligand-Controlled Regioselectivity |
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| Authors: | Yulin Zhang Dr. Yoshiaki Tanabe Dr. Shogo Kuriyama Prof. Yoshiaki Nishibayashi |
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| Affiliation: | Department of Applied Chemistry, School of Engineering, The University of Tokyo, Hongo Bunkyo-ku, Tokyo, 113–8656 Japan |
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| Abstract: | Dual photoredox- and nickel-catalyzed hydroalkylation of terminal alkynes with 4-alkyl-1,4-dihydropyridines under visible light irradiation to afford Markovnikov- or anti-Markovnikov-type alkylated alkenes in good-to-high yields has been achieved, in which the regioselectivity of the products was effectively controlled by coordination ligands for nickel species. Using [NiCl2(dtbbpy)] as a catalyst led to the formation of Markovnikov-type products, whereas using NiCl2 ⋅ 6 H2O led to the formation of anti-Markovnikov-type products. |
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| Keywords: | alkylation homogeneous catalysis ligand effects photocatalysis regioselectivity |
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