Green synthesis of Pd/Fe3O4 nanoparticles using Euphorbia condylocarpa M. bieb root extract and their catalytic applications as magnetically recoverable and stable recyclable catalysts for the phosphine-free Sonogashira and Suzuki coupling reactions

被引:153
作者
Nasrollahzadeh, Mahmoud [1 ]
Sajadi, S. Mohammad [2 ]
Rostami-Vartooni, Akbar [1 ]
Khalaj, Mehdi [3 ]
机构
[1] Univ Qom, Fac Sci, Dept Chem, Qom 3716146611, Iran
[2] Soran Univ, Fac Sci, Dept Geosci, Soran, Kurdistan Reg G, Iraq
[3] Islamic Azad Univ, Dept Chem, Buinzahra Branch, Buinzahra, Qazvin, Iran
关键词
Pd/Fe3O4; Bio-reduction; Coupling reaction; Copper-free; Ligand-free; COPPER-FREE SONOGASHIRA; PALLADIUM NANOPARTICLES; REUSABLE CATALYST; ARYLBORONIC ACIDS; N-ARYLUREAS; WATER; COMPLEX; SILVER; IMMOBILIZATION; BIOSYNTHESIS;
D O I
10.1016/j.molcata.2014.09.029
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
This work reports on the green synthesis of Pd/Fe3O4 nanoparticles using Euphorbia condylocarpa M. bieb root extract as reducing agents and stabilizers and their catalytic applications in ligand- and copper-free Sonogashira and Suzuki coupling reactions. This method has such advantages as high yields, simple methodology and easy work up. In addition, the catalyst can be recovered by using a magnet and reused several times without significant loss of its catalytic activity. The catalyst was characterized using UV-vis, powder XRD, SEM and EDS techniques. (C) 2014 Elsevier B.V. All rights reserved.
引用
收藏
页码:31 / 39
页数:9
相关论文
共 49 条
[1]   Transition-metal-free Sonogashira-type coupling reactions in water [J].
Appukkuttan, P ;
Dehaen, W ;
Van der Eycken, E .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (24) :4713-4716
[2]   Copper- and solvent-free Sonogashira coupling reactions of aryl halides with terminal alkynes catalyzed by 1-phenyl-1,2-propanedione-2-oxime thiosemi-carbazone-functionalized polystyrene resin supported Pd(II) complex under aerobic conditions [J].
Bakherad, Mohammad ;
Keivanloo, Ali ;
Bahramian, Bahram ;
Jajarmi, Saeedeh .
APPLIED CATALYSIS A-GENERAL, 2010, 390 (1-2) :135-140
[3]   MCM-41-supported bidentate phosphine palladium(O) complex: a highly active and recyclable catalyst for the Sonogashira reaction of aryl iodides [J].
Cai, Mingzhong ;
Sha, Junchao ;
Xu, Qiuhua .
TETRAHEDRON, 2007, 63 (22) :4642-4647
[4]   A Versatile Approach to the Synthesis of Functionalized Thiol-Protected Palladium Nanoparticles [J].
Cargnello, Matteo ;
Wieder, Noah L. ;
Canton, Patrizia ;
Montini, Tiziano ;
Giambastiani, Giuliano ;
Benedetti, Alvise ;
Gorte, Raymond J. ;
Fornasiero, Paolo .
CHEMISTRY OF MATERIALS, 2011, 23 (17) :3961-3969
[5]   A highly selective synthesis of diarylethynes and their oligomers by a palladium-catalyzed Sonogashira coupling reaction under phase transfer conditions [J].
Chow, HF ;
Wan, CW ;
Low, KH ;
Yeung, YY .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (05) :1910-1913
[6]   Palladium and copper supported on mixed oxides derived from hydrotalcite as reusable solid catalysts for the Sonogashira coupling [J].
Corma, Avelino ;
Garcia, Hermenegildo ;
Primo, Ana .
JOURNAL OF CATALYSIS, 2006, 241 (0 1) :123-131
[7]   Tansy fruit mediated greener synthesis of silver and gold nanoparticles [J].
Dubey, Shashi Prabha ;
Lahtinen, Manu ;
Sillanpaa, Mika .
PROCESS BIOCHEMISTRY, 2010, 45 (07) :1065-1071
[8]   Synthesis and characterization of copper nanoparticles supported on reduced graphene oxide as a highly active and recyclable catalyst for the synthesis of formamides and primary amines [J].
Fakhri, Parisa ;
Jaleh, Babak ;
Nasrollahzadeh, Mahmoud .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2014, 383 :17-22
[9]   Palladium nanoparticles supported on agarose-functionalized magnetic nanoparticles of Fe3O4 as a recyclable catalyst for C-C bond formation via Suzuki-Miyaura, Heck-Mizoroki and Sonogashira-Hagihara coupling reactions [J].
Firouzabadi, Habib ;
Iranpoor, Nasser ;
Gholinejad, Mohammad ;
Akbari, Samira ;
Jeddi, Neda .
RSC ADVANCES, 2014, 4 (33) :17060-17070
[10]   Biodeposited Pd/Au bimetallic nanoparticles as novel Suzuki catalysts [J].
Heugebaert, Thomas S. A. ;
De Corte, Simon ;
Sabbe, Tom ;
Hennebel, Tom ;
Verstraete, Willy ;
Boon, Nico ;
Stevens, Christian V. .
TETRAHEDRON LETTERS, 2012, 53 (11) :1410-1412