Nickel-Catalyzed Electroreductive Syntheses of Triphenylenes Using ortho-Dihalobenzene-Derived Benzynes

作     者：Zhao-Ming Li Bin Shuai Cong Ma Ping Fang Tian-Sheng Mei Zhao-Ming Li;Bin Shuai;Cong Ma;Ping Fang;Tian-Sheng Mei

作者机构：State Key Laboratory of Organometallic ChemistryCenter for Excellence in Molecular SynthesisShanghai Institute of Organic ChemistryUniversity of Chinese Academy of SciencesChinese Academy of Sciences345 Lingling RoadShanghai200032 China 

出 版 物：《Chinese Journal of Chemistry》 (中国化学（英文版）)

年 卷 期：2022年第40卷第19期

页      面：2335-2344页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：This work was financially supported by National Key R&D Program of China(No.2021YFA1500100) the NSF of China(Grants 21821002,21772222,and 91956112) the S&TCSM of Shanghai(Grants 18JC1415600 and 20JC1417100) Bayer AG(Germany) 

主　　题：Electrochemistry Ni catalysis Benzyne Cyclotrimerization Cross coupling 

摘      要：Electrochemical nickel-catalyzed syntheses of triphenylenes by a)reductive trimerization of ortho-dibromobenzenes or ortho-bromoarylsulfurofluoridates,or b)reductive cross-coupling of ortho-dibromobenzenes to 2,2’-diiodobiphenyls,are *** former provides a practical means for the construction of triphenylene derivatives in up to 87%isolated yield at room *** 1,2-dihalo-3-methylbenzenes and related ortho-trisubstituted substrates,trimerizations proceed with high substrate-controlled regioselectivity for the non-C3h symmetric triphenylene isomer.