Journal
ACS CATALYSIS
Volume 12, Issue 4, Pages 2158-2165Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.1c05441
Keywords
nickel; chromium; co-catalysis; diarylation; 1,3-dienes; regioselectivity
Categories
Funding
- Dalian Institute of Chemical Physics [DICPI201902]
- Dalian Outstanding Young Scientific Talent [2020RJ05]
- National Natural Science Foundation of China [22071239, 21801239]
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A divergent regio- and stereoselective diarylation of dienes has been developed under Ni/Cr cocatalysis without the inherent driving force for the formation of polar metal alkoxides. Experimental studies have shown the key roles of Ni, Cr, and redox-active bis(imino)pyridine (PDI) ligands. The proposed mechanism suggests the involvement of organonickel species in the formation of the newly created C-C bond.
Through the formation of the thermodynamically favored Cr(III)-O bond, the Nozaki-Hiyama-Kishi reaction has been widely applied in the functionalization of carbonyl compounds with the help of Ni catalysis. Herein, a divergent regio- and stereoselective diarylation of dienes has been developed under Ni/Cr cocatalysis without the inherent driving force for the formation of polar metal alkoxides. Preliminary experimental studies have been conducted to elucidate the key roles of Ni, Cr, and redox-active bis(imino)pyridine (PDI) ligands. The proposed mechanism suggests that the newly formed C-C bond of this diarylation was created by organonickel species instead of organochromium species.
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