Synthesis and characterization of a novel nanomagnetic phase-transfer catalyst and its application to regioselective synthesis of β-azido and β-nitro alcohols in water

被引:10
作者
Ayashi, N. [1 ]
Fallah-Mehrjardi, M. [2 ,3 ]
Kiasat, A. R. [1 ]
机构
[1] Shahid Chamran Univ Ahvaz, Dept Chem, Collage Sci, Ahvaz, Iran
[2] PNU, Dept Chem, Tehran 193953697, Iran
[3] Payame Noor Univ, Res Ctr Environm Chem, Ardakan, Yazd, Iran
关键词
MAGNETIC NANOPARTICLES; FACILE SYNTHESIS; EPOXIDES; SILICA; 1,2-AZIDOALCOHOLS; AZIDOALCOHOLS; CONVERSION; BROMIDE;
D O I
10.1134/S1070428017060069
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Immobilization of polyethylene glycol-substituted 1-methylimidazolium bromide on the surface of magnetic Fe3O4 nanoparticles through hexane-1,6-diyldicarbamate linker afforded a powerful and reusable heterogeneous phase-transfer catalysis which was successfully used for regioselective ring opening of epoxides with azide and nitrite anions in aqueous medium. The new catalyst can readily be recovered by simple magnetic decantation and recycled several times without appreciable loss of catalytic activity.
引用
收藏
页码:846 / 852
页数:7
相关论文
共 29 条
[1]   Synthesis of Pyrimidinone and 5-unsubstituted 4, 6-diarylpyrimidine-2(1H)-ones by Using Nano Magnetic Catalyst under Solvent Free Condition [J].
Amoozadeh, Ali ;
Azhari, Saeede ;
Kolvari, Eskandar ;
Otokesh, Somayeh .
JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2015, 62 (11) :968-973
[2]   Magnetically retrievable catalysts for organic synthesis [J].
Baig, R. B. Nasir ;
Varma, Rajender S. .
CHEMICAL COMMUNICATIONS, 2013, 49 (08) :752-770
[3]   Immobilization of albumin on aminosilane modified superparamagnetic magnetite nanoparticles and its characterization [J].
Can, Keziban ;
Ozmen, Mustafa ;
Ersoz, Mustafa .
COLLOIDS AND SURFACES B-BIOINTERFACES, 2009, 71 (01) :154-159
[4]   EFFICIENT METAL SALT CATALYZED AZIDOLYSIS OF EPOXIDES WITH SODIUM-AZIDE IN ACETONITRILE [J].
CHINI, M ;
CROTTI, P ;
MACCHIA, F .
TETRAHEDRON LETTERS, 1990, 31 (39) :5641-5644
[5]   A novel effective transition metal based salt-catalyzed azidolysis of 1,2-epoxides [J].
Crotti, P ;
DiBussolo, V ;
Favero, L ;
Macchia, F ;
Pineschi, M .
TETRAHEDRON LETTERS, 1996, 37 (10) :1675-1678
[6]   Nanomagnetic double-charged diazoniabicyclo[2.2.2]octane dichloride silica as a novel nanomagnetic phase-transfer catalyst for the aqueous synthesis of benzyl acetates and thiocyanates [J].
Davarpanah, Jamal ;
Kiasat, Ali Reza .
CATALYSIS COMMUNICATIONS, 2013, 42 :98-103
[7]   Recent Advances in the Application of Magnetic Nanoparticles as a Support for Homogeneous Catalysts [J].
Govan, Joseph ;
Gun'ko, Yurii K. .
NANOMATERIALS, 2014, 4 (02) :222-241
[8]   CATALYTIC ACTIVITY OF PEG-QUAT PHASE-TRANSFER CATALYSTS IN DEHYDROHALOGENATION REACTIONS [J].
GRINBERG, S ;
SHAUBI, E .
TETRAHEDRON, 1991, 47 (16-17) :2895-2902
[9]  
Holla R., 2015, Journal of Undergraduate Research at the University of Illinois at Chicago, V5, P49, DOI DOI 10.5210/JUR.V8I1.7540
[10]  
Igder S., 2013, RES CHEM INTERMEDIAT, V41, P7227