Functionalized Silver Nanoparticle Catalyzed [3+2] Cycloaddition Reaction: Greener Route to Substituted-1,2,3-triazolines

被引:4
|
作者
Hemmaragala, Nanjundaswamy Marishetty [1 ]
Abrahamse, Heidi [1 ]
George, Blassan Plackal Adimuriyil [1 ]
Gannimani, Ramesh [2 ]
Govender, Patrick [2 ]
机构
[1] Univ Johannesburg, Laser Res Ctr, Fac Hlth Sci, POB 17011, ZA-2028 Doornfontein, South Africa
[2] Univ KwaZulu Natal, Sch Life Sci, ZA-4000 Durban, South Africa
关键词
Functionalized silver nanoparticles; Protorhuslongifolia; Catalysis; 3+2]cycloaddition; 1,5-Disubstituted-1,2,3-triazolines; ANTIBACTERIAL ACTIVITY; PROTORHUS-LONGIFOLIA; ANTICANCER ACTIVITY; SEED EXTRACT; PEEL EXTRACT; 1,2,3-TRIAZOLES;
D O I
10.1007/s10562-015-1653-x
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The [3+2] cycloaddition reaction between nitroolefins and alkyl/aryl azides was studied using functionalized silver nanoparticles (FnAgNPs) of average diameter 23 +/- A 1 nm as catalyst produced by the plant extract Protorhus longifolia. We found FnAgNPs to catalyze the reactions efficiently yielding a series of 1,5-disubstituted-1,2,3-triazolines under mild reaction conditions with no side products. The catalytic activity of FnAgNPs was compared with naked AgNPs and FnAgNPs found to be very effective. Except solvents, the whole experiments do not require any chemical/reagent which makes the process green. [GRAPHICS]
引用
收藏
页码:464 / 473
页数:10
相关论文
共 50 条
  • [1] Functionalized Silver Nanoparticle Catalyzed [3+2] Cycloaddition Reaction: Greener Route to Substituted-1,2,3-triazolines
    Nanjundaswamy Marishetty Hemmaragala
    Heidi Abrahamse
    Blassan Plackal Adimuriyil George
    Ramesh Gannimani
    Patrick Govender
    Catalysis Letters, 2016, 146 : 464 - 473
  • [2] TOPOMERIZATION OF SUBSTITUTED 1-AMINO-DELTA-2-1,2,3-TRIAZOLINES AND 1-OXY-DELTA-2-1,2,3-TRIAZOLINES
    ZAICHENKO, NL
    SHUSTOV, GV
    PROSYANIK, AV
    BELOV, PN
    KADORKINA, GK
    KOSTYANOVSKII, RG
    BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1991, 40 (04): : 692 - 696
  • [3] Silver-Catalyzed Three-Component Route to Trifluoromethylated 1,2,3-Triazolines Using Aldehydes, Amines, and Trifluorodiazoethane
    Kumar, Anuj
    Ahamad, Shakir
    Kant, Ruchir
    Mohanan, Kishor
    ORGANIC LETTERS, 2019, 21 (08) : 2962 - 2965
  • [4] Three-Component Cycloaddition To Synthesize Aziridines and 1,2,3-Triazolines
    Chen, Shuqi
    Yao, Yongqi
    Yang, Wen
    Lin, Qifu
    Wang, Lin
    Li, Huanyong
    Chen, Donghan
    Tan, Yun
    Yang, Dingqiao
    JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (18): : 11863 - 11872
  • [5] SYNTHESIS AND SPECTROSCOPIC STUDY OF SUBSTITUTED 1-PHENXYPHENYL-DELTA2-1,2,3-TRIAZOLINES
    DEHNE, H
    SUSSE, M
    ZEITSCHRIFT FUR CHEMIE, 1976, 16 (03): : 102 - 103
  • [6] Highly Substituted Δ3-1,2,3-Triazolines: Solid-State Emitters with Electrofluorochromic Behavior
    Suleymanov, Abdusalom A.
    Ruggi, Albert
    Planes, Ophelie Marie
    Chauvin, Anne-Sophie
    Scopelliti, Rosario
    Tirani, Farzaneh Fadaei
    Sienkiewicz, Andrzej
    Fabrizio, Alberto
    Corminboeuf, Clemence
    Severin, Kay
    CHEMISTRY-A EUROPEAN JOURNAL, 2019, 25 (27) : 6718 - 6721
  • [7] Stereospecific Synthesis of Substituted Aziridines by a Crystal-to-Crystal Photodenitrogenation of Δ2-1,2,3-Triazolines
    Chung, Tim S.
    Lopez, Steven A.
    Houk, K. N.
    Garcia-Garibay, Miguel A.
    ORGANIC LETTERS, 2015, 17 (18) : 4568 - 4571
  • [8] 1,2,3-TRIAZOLINES SYNTHESIS BY 1,3-DIPOLAR CYCLOADDITION OF DIAZOALKANES TO OXIME ESTERS
    PERROCHEAU, J
    CARRIE, R
    BULLETIN DES SOCIETES CHIMIQUES BELGES, 1993, 102 (11-12): : 749 - 760
  • [9] Silver-Catalyzed Asymmetric Desymmetrization of Cyclopentenediones via [3+2] Cycloaddition with α-Substituted Isocyanoacetates
    George, Jimil
    Kim, Hun Young
    Oh, Kyungsoo
    ORGANIC LETTERS, 2018, 20 (08) : 2249 - 2252
  • [10] Silver Catalyzed Decarbonylative [3+2] Cycloaddition of Cyclobutenediones and Formamides
    Wang, Pengcheng
    Yu, Ruirui
    Ali, Sajjad
    Wang, Zhengshen
    Liu, Zhigang
    Gao, Jinming
    Zheng, Huaiji
    MOLECULES, 2021, 26 (10):