Zirconium-mediated Selective Synthesis of 1,4-Dialkyl(aryl)-hexa-substituted Benzenes from Two Silyl-substituted Alkynes and One Internal Alkyne  

Zirconium-mediated Selective Synthesis of 1,4-Dialkyl(aryl)-hexa-substituted Benzenes from Two Silyl-substituted Alkynes and One Internal Alkyne

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作  者:LI Junqiu ZHANG Jiqian QU Hongmei LIU Jun LI Juan ZHOU Lishan 

机构地区:[1]Key Laboratory of Systems Bioengineering, Ministry of Education, Department of Pharmaceutical Engineering School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, P. R. China [2]Nantong Dongchang Chemical Industrial Co., Ltd., Nantong 226407, P. R. China [3]CNOOC Tianjin Chemical Research and Design Institute, Tianjin 300131, P. R. China

出  处:《Chemical Research in Chinese Universities》2016年第3期366-372,共7页高等学校化学研究(英文版)

基  金:Supported by the National Natural Science Foundation of China(No.21102099).

摘  要:Based on the formation of 2,5-bis(trimethylsilyl)-zirconacyclopentadienes from two silylalkynes with CpEZrBu2 and the Cu-mediated formation of 1,4-disilylbenzene via the cycloaddition of zirconacyclopentadienes to disubstituted alkynes, a selective synthesis of 1,4-dialkyl(aryl)-hexa-substituted benzenes was achieved followed by iodination and coupling reaction. The coupling reactions were carried out with either organolithium reagent or orga- nozinc reagent(Negishi coupling), depending on the electrophilic species.Based on the formation of 2,5-bis(trimethylsilyl)-zirconacyclopentadienes from two silylalkynes with CpEZrBu2 and the Cu-mediated formation of 1,4-disilylbenzene via the cycloaddition of zirconacyclopentadienes to disubstituted alkynes, a selective synthesis of 1,4-dialkyl(aryl)-hexa-substituted benzenes was achieved followed by iodination and coupling reaction. The coupling reactions were carried out with either organolithium reagent or orga- nozinc reagent(Negishi coupling), depending on the electrophilic species.

关 键 词:ZIRCONIUM Hexa-substituted benzene IODINATION Coupling reaction 

分 类 号:O625.11[理学—有机化学] TQ925[理学—化学]

 

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