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- Title
Ligand‐Facilitated Reductive Coupling of Benzyl Chlorides with Aryl Chlorides Catalyzed by Well‐Defined Heteroleptic Ni (II)‐NHC Complexes.
- Authors
Lu, Gusheng; Li, Ruipeng; Shen, Zhengwang; Wu, Qinjia; Sun, Hongmei
- Abstract
Novel heteroleptic Ni (II) complexes bearing a highly hindered yet flexible IPr* ligand, Ni (IPr*)(PPh3)Br2 (1) and Ni (IPr*)(PCy3)Br2 (2) (IPr* = 1,3‐bis(2,6‐bis (diphenylmethyl)‐4‐methylphenyl)imidazol‐2‐ylidene), were easily prepared in 78% and 89% yield, respectively. Both were characterized by elemental analysis and NMR spectroscopy, and 1 was subjected to X‐ray crystallography. Compared with 2 and its analogue bearing a less sterically demanding IPr ligand (IPr = 1,3‐bis(2,6‐diisopropylphenyl)imidazol‐2‐ylidene), complex 1 exhibited superior catalytic activity in the magnesium‐mediated reductive coupling of benzyl chlorides with aryl chlorides, featuring outstanding tolerance of both coupling partners with steric demand. This study discloses a ligand‐facilitated reductive coupling of benzyl chlorides with aryl chlorides, which provides a new and practical synthetic tool for the synthesis of diarylmethanes.
- Subjects
ARYL chlorides; BENZYL chloride; NUCLEAR magnetic resonance spectroscopy; X-ray crystallography; CHLORIDE channels; CATALYTIC activity
- Publication
Applied Organometallic Chemistry, 2020, Vol 34, Issue 9, p1
- ISSN
0268-2605
- Publication type
Academic Journal
- DOI
10.1002/aoc.5741