Synthesis,characterization and antioxidant activities of highly functionahzed cyclopentadienes catalyzed by ZnO-nanorod as economic and efficient heterogeneous nano catalyst  

Synthesis,characterization and antioxidant activities of highly functionahzed cyclopentadienes catalyzed by ZnO-nanorod as economic and efficient heterogeneous nano catalyst

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作  者:Hadi Sajjadi-Ghotbabadi Shahrzad Javanshir Faramarz Rostami-Charati 

机构地区:[1]Heterocyclic Chemistry Research Laboratory, Department of Chemistry, Iran University of Science and Technology, Tehran 16846-13114, Iran [2]Department of Chemistry, Faculty of Science, Gonbad Kavous University, P.O. Box 163, Gonbad, Iran

出  处:《Chinese Chemical Letters》2017年第2期274-279,共6页中国化学快报(英文版)

基  金:the support of the Research Council of Iran University of Science and Technology, Tehran, Iran

摘  要:A three-component condensation was applied for the preparation of cyclopentadiene derivatives through the reaction of primary amines,alkyl propiolate and dialkyl acetylenedicarboxylate in the presence of catalytic amount of ZnO-nanorods(Zn-NR) under solvent-free conditions at 50 ℃.The method has proved to be synthetically green,simple,and effective with high atom economy and yield.The catalyst also revealed significant reusability.Moreover,the antioxidant activity and free radical scavenging capacity of the newly synthesized derivatives 4a,4b,4c,and 4d was screened using free radical scavenging 2,2-diphenyl-1-picrylhydrazyl(DPPH) and ferric reducing antioxidant power(FRAP)assays and compared with hydroxytoluene(BHT) and tert-butylhydroquinone(TBHQ).These compounds do not exhibit good DPPH radical scavenging,but they have a desirable FRAP.A three-component condensation was applied for the preparation of cyclopentadiene derivatives through the reaction of primary amines,alkyl propiolate and dialkyl acetylenedicarboxylate in the presence of catalytic amount of ZnO-nanorods(Zn-NR) under solvent-free conditions at 50 ℃.The method has proved to be synthetically green,simple,and effective with high atom economy and yield.The catalyst also revealed significant reusability.Moreover,the antioxidant activity and free radical scavenging capacity of the newly synthesized derivatives 4a,4b,4c,and 4d was screened using free radical scavenging 2,2-diphenyl-1-picrylhydrazyl(DPPH) and ferric reducing antioxidant power(FRAP)assays and compared with hydroxytoluene(BHT) and tert-butylhydroquinone(TBHQ).These compounds do not exhibit good DPPH radical scavenging,but they have a desirable FRAP.

关 键 词:ZnO nanorod Cyclopentadiene Antioxidant activity Methyl propiolate Multi-component reaction 

分 类 号:O624.12[理学—有机化学]

 

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