Nickel-Catalyzed Reductive Cross-Coupling of Benzyl Chlorides with Aryl Chlorides/Fluorides: A One-Pot Synthesis of Diarylmethanes

被引:52
|
作者
Zhang, Jie [1 ]
Lu, Gusheng [1 ]
Xu, Jin [1 ]
Sun, Hongmei [1 ]
Shen, Qj [1 ]
机构
[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Peoples R China
基金
中国国家自然科学基金;
关键词
IRON(III) AMINE-BIS(PHENOLATE) COMPLEXES; HETEROCYCLIC CARBENE LIGANDS; F BOND ACTIVATION; GRIGNARD-REAGENTS; ALKYL-HALIDES; ZINC REAGENTS; FUNCTIONALIZED DIARYLMETHANES; ARYLMAGNESIUM REAGENTS; ALLYLIC ACETATES; KETONE FORMATION;
D O I
10.1021/acs.orglett.6b01134
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first nickel-catalyzed, magnesium-mediated reductive cross-coupling between benzyl chlorides and aryl chlorides or fluorides is reported. A variety of diarylmethanes can be prepared in good to excellent yields in a one-pot manner using easy-to-access mixed PPh3/NHC Ni(II) complexes of Ni(PPh3)(NHC)Br-2 (NHC = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene, IPr, 1a; 1,3-di-tert-butylimidazol-2-ylidene, ItBu, 1b) as catalyst precursors. Activation of polychloroarenes or chemoselective cross-coupling based on the difference in catalytic activity between 1a and 1b is used to construct oligo-diarylmethane motifs.
引用
收藏
页码:2860 / 2863
页数:4
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