Sulfamic acid-functionalized magnetic Fe3O4 nanoparticles as an efficient and reusable catalyst for one-pot synthesis of α-amino nitriles in water

被引:226
作者
Kassaee, M. Z. [1 ]
Masrouri, Hassan [1 ]
Movahedi, Farnaz [1 ]
机构
[1] Tarbiat Modares Univ, Dept Chem, Tehran, Iran
关键词
Magnetic nanoparticles; Sulfamic acid; Heterogeneous catalysis; alpha-Amino nitrites; IMMOBILIZATION; AMINONITRILES; ALDEHYDES; ALBUMIN; SILANE; GREEN;
D O I
10.1016/j.apcata.2011.01.018
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
Grafting of chlorosulfuric acid on the amino-functionalized Fe3O4 nanoparticles afforded sulfamic acid-functionalized magnetic Fe3O4 nanoparticles (SA-MNPs) as a novel organic-inorganic hybrid heterogeneous catalyst, which was characterized by XRD, FT-IR, TGA, TEM, and elemental analysis. The catalytic activity of SA-MNPs was probed through one-pot synthesis of a-amino nitrites via three-component couplings of aldehydes (or ketones), amines and trimethylsityl cyanide in water, at room temperature. The heterogeneous catalyst could be recovered easily and reused many times without significant loss of its catalytic activity. (c) 2011 Elsevier B.V. All rights reserved.
引用
收藏
页码:28 / 33
页数:6
相关论文
共 46 条
[1]  
[Anonymous], 1996, The Iron Oxides
[2]   SOMC@PMS. Surface organometallic chemistry at periodic mesoporous silica [J].
Anwander, R .
CHEMISTRY OF MATERIALS, 2001, 13 (12) :4419-4438
[3]   Observation of ligand effects during alkene hydrogenation catalysed by supported metal clusters [J].
Argo, AM ;
Odzak, JF ;
Lai, FS ;
Gates, BC .
NATURE, 2002, 415 (6872) :623-626
[4]   Nanoscale assembly of amine-functionalized colloidal iron oxide [J].
Barick, K. C. ;
Aslam, M. ;
Prasad, Pottumarthi V. ;
Dravid, Vinayak P. ;
Bahadur, Dhirendra .
JOURNAL OF MAGNETISM AND MAGNETIC MATERIALS, 2009, 321 (10) :1529-1532
[5]   Dextran and albumin derivatised iron oxide nanoparticles: influence on fibroblasts in vitro [J].
Berry, CC ;
Wells, S ;
Charles, S ;
Curtis, ASG .
BIOMATERIALS, 2003, 24 (25) :4551-4557
[6]   Amberlite-IR 120 catalyzed three-component synthesis of α-amino phosphonates in one-pot [J].
Bhattacharya, Asish K. ;
Rana, Kalpeshkumar C. .
TETRAHEDRON LETTERS, 2008, 49 (16) :2598-2601
[7]   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
[8]   Fabrication of cyclodextrin-functionalized superparamagnetic Fe3O4/amino-silane core-shell nanoparticles via layer-by-layer method [J].
Cao, Haining ;
He, Jiang ;
Deng, Li ;
Gao, Xiaoqing .
APPLIED SURFACE SCIENCE, 2009, 255 (18) :7974-7980
[9]   Silica sulfuric acid catalyzed one-pot synthesis of α-aminonitriles [J].
Chen, WY ;
Lu, J .
SYNLETT, 2005, (15) :2293-2296
[10]   Homogeneous and heterogeneous catalysis:: Bridging the gap through surface organometallic chemistry [J].
Copéret, C ;
Chabanas, M ;
Saint-Arroman, RP ;
Basset, JM .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (02) :156-181