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 

机构地区：[1]State Key Laboratory of Organometallic Chemistry,Center for Excellence in Molecular Synthesis,Shanghai Institute of Organic Chemistry,University of Chinese Academy of Sciences,Chinese Academy of Sciences,345 Lingling Road,Shanghai,200032 China

出　　处：《Chinese Journal of Chemistry》2022年第19期2335-2344,共10页中国化学（英文版）

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).

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 described.The former provides a practical means for the construction of triphenylene derivatives in up to 87%isolated yield at room temperature.For 1,2-dihalo-3-methylbenzenes and related ortho-trisubstituted substrates,trimerizations proceed with high substrate-controlled regioselectivity for the non-C3h symmetric triphenylene isomer.

关 键 词：Electrochemistry Ni catalysis BENZYNE CYCLOTRIMERIZATION Cross coupling 

分 类 号：O62[理学—有机化学]