Cube-octameric silsesquioxane-mediated cargo copper Schiff base for efficient click reaction in aqueous media

被引:64
作者
Akbari, Ali [1 ,3 ]
Arsalani, Nasser [1 ]
Amini, Mojtaba [2 ]
Jabbari, Esmaiel [3 ]
机构
[1] Univ Tabriz, Fac Chem, Dept Organ & Biochem, Polymer Res Lab, Tabriz, Iran
[2] Univ Maragheh, Fac Sci, Dept Chem, POB 55181-83111731, Maragheh, Iran
[3] Univ S Carolina, Dept Chem Engn, Columbia, SC 29208 USA
关键词
Silsesquioxane; Copper; Azide-alkyne cycloaddition; HETEROGENEOUS CATALYSIS; GOLD NANOPARTICLES; CYCLOADDITIONS; CHEMISTRY;
D O I
10.1016/j.molcata.2015.12.022
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 azide-alkyne cycloaddition reaction was investigated under catalytic conditions involving a copper(II)-polyhedral oligomeric silsesquioxane (POSS)-bridged Schiff base. This material demonstrated a high catalytic activity in organic synthesis of 1,4-triazoles. No additive such as a base or a reductant was required. Finally, recoverability and reusability of the POSS-bridged Schiff base-Cu(II) catalyst was analyzed. (C) 2015 Elsevier B.V. All rights reserved.
引用
收藏
页码:47 / 54
页数:8
相关论文
共 48 条
[1]  
Abbenhuis HCL, 2000, CHEM-EUR J, V6, P25, DOI 10.1002/(SICI)1521-3765(20000103)6:1<25::AID-CHEM25>3.3.CO
[2]  
2-P
[3]   Copper Nanoparticles in Click Chemistry [J].
Alonso, Francisco ;
Moglie, Yanina ;
Radivoy, Gabriel .
ACCOUNTS OF CHEMICAL RESEARCH, 2015, 48 (09) :2516-2528
[4]   Click chemistry from organic halides, diazonium salts and anilines in water catalysed by copper nanoparticles on activated carbon [J].
Alonso, Francisco ;
Moglie, Yanina ;
Radivoy, Gabriel ;
Yus, Miguel .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (18) :6385-6395
[5]  
Alvarez SG, 1997, SYNTHESIS-STUTTGART, P413
[6]   SILSESQUIOXANES [J].
BANEY, RH ;
ITOH, M ;
SAKAKIBARA, A ;
SUZUKI, T .
CHEMICAL REVIEWS, 1995, 95 (05) :1409-1430
[7]   Derivatisation of octasilsesquioxane with alcohols and silanols [J].
Bassindale, AR ;
Gentle, T .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1996, 521 (1-2) :391-393
[8]   Reaction of ether and thioether functionalised 1-alkenes with the cationic permethylzirconocene olefin polymerisation catalyst [(η5-C5Me5)2ZrMe]+.: Molecular structure of the insertion product [(η5-C5Me5)2ZrCH2CH(Me)CH2OEt]+ [J].
Bijpost, EA ;
Zuideveld, MA ;
Meetsma, A ;
Teuben, JH .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1998, 551 (1-2) :159-164
[9]   CuI-catalyzed alkyne-azide "click" cycloadditions from a mechanistic and synthetic perspective [J].
Bock, VD ;
Hiemstra, H ;
van Maarseveen, JH .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (01) :51-68
[10]   SYNTHESIS AND CRYSTAL-STRUCTURE OF [CO(CO)4(H7SI8O12)] - A NEW-TYPE OF MONOSUBSTITUTED OCTANUCLEAR SILASESQUIOXANE WITH A SILICON COBALT BOND [J].
CALZAFERRI, G ;
IMHOF, R ;
TORNROOS, KW .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1993, (24) :3741-3748