title: Nickel-Catalyzed Methylation of Aryl Halides with Deuterated Methyl Iodide.
abstract: A nickel-catalyzed methylation of aryl halides with cheap and readily available CH3 I or CD3 I is described. The reaction is applicable to a wide range of substrates and allows installation of a CD3 group under mild reaction conditions without deuterium scrambling to other carbon atoms. Initial mechanistic studies on the stoichiometric and catalytic reactions of the isolated [(dppp)Ni(C6 H4 -4-CO2 Et)Br] [dppp=1,3-bis(diphenylphosphanyl)propane] suggest that a Ni(0) /Ni(II) catalytic cycle is favored.
authors.affiliation: Department of Pharmacology and Pharmaceutical Sciences, School of Medicine, Collaborative Innovation Center for Diagnosis and Treatment of Infectious Diseases, Tsinghua University, Beijing, 100084, China.
authors.forename: Lu
authors.initials: L
authors.lastname: Hu
authors.affiliation: Department of Pharmacology and Pharmaceutical Sciences, School of Medicine, Collaborative Innovation Center for Diagnosis and Treatment of Infectious Diseases, Tsinghua University, Beijing, 100084, China.
authors.forename: Xin
authors.initials: X
authors.lastname: Liu
authors.affiliation: Department of Pharmacology and Pharmaceutical Sciences, School of Medicine, Collaborative Innovation Center for Diagnosis and Treatment of Infectious Diseases, Tsinghua University, Beijing, 100084, China. liaoxuebin@mail.tsinghua.edu.cn.
authors.forename: Xuebin
authors.identifier: 0000-0002-0290-894X
authors.initials: X
authors.lastname: Liao
keywords: arenes; cross-coupling; deuterium; methylation; nickel