Dumbbell-Shaped 2,2’-Bipyridines: Controlled Metal Monochelation and Application to Ni-Catalyzed Cross-Couplings
Yongjoon Kim
Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo, 060-0810 Japan
Search for more papers by this authorCorresponding Author
Prof. Dr. Tomohiro Iwai
Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo, 060-0810 Japan
Search for more papers by this authorProf. Dr. Sho Fujii
Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo, 060-0810 Japan
Search for more papers by this authorProf. Dr. Kosei Ueno
Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo, 060-0810 Japan
Search for more papers by this authorCorresponding Author
Prof. Dr. Masaya Sawamura
Institute for Chemical Reaction Design and Discovery (WPI-ICReDD), Hokkaido University, Kita 21, Nishi 10, Kita-ku, Sapporo 001-0021 Japan
Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo, 060-0810 Japan
Search for more papers by this authorYongjoon Kim
Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo, 060-0810 Japan
Search for more papers by this authorCorresponding Author
Prof. Dr. Tomohiro Iwai
Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo, 060-0810 Japan
Search for more papers by this authorProf. Dr. Sho Fujii
Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo, 060-0810 Japan
Search for more papers by this authorProf. Dr. Kosei Ueno
Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo, 060-0810 Japan
Search for more papers by this authorCorresponding Author
Prof. Dr. Masaya Sawamura
Institute for Chemical Reaction Design and Discovery (WPI-ICReDD), Hokkaido University, Kita 21, Nishi 10, Kita-ku, Sapporo 001-0021 Japan
Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo, 060-0810 Japan
Search for more papers by this authorGraphical Abstract
2,2’-Bipyridine ligands (dsbpys) with dumbbell-like shapes and differently substituted triarylmethyl groups at the C5 and C5’ positions showed high ligand performance in the Ni-catalyzed cross-electrophile coupling and the Ni/photoredox-synergistically catalyzed decarboxylative coupling reactions (see figure). The superior ligand effects of dsbpys compared to the conventional bpy ligands were attributed to the monochelating nature of dsbpys.
Abstract
2,2’-Bipyridine ligands (dsbpys) with dumbbell-like shapes and differently substituted triarylmethyl groups at the C5 and C5’ positions showed high ligand performance in the Ni-catalyzed cross-electrophile coupling and the Ni/photoredox-synergistically catalyzed decarboxylative coupling reactions. The superior ligand effects of dsbpys compared to the conventional bpy ligands were attributed to the monochelating nature of dsbpys.
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