Synthesis, characterization and application of graphene palladium porphyrin as a nanocatalyst for the coupling reactions such as: Suzuki-Miyaura and Mizoroki-Heck

被引:39
作者
Bahrami, Kiumars [1 ,2 ]
Kamrani, Soheila Nakhjiri [2 ]
机构
[1] Razi Univ, Dept Organ Chem, Fac Chem, Kermanshah 6714967346, Iran
[2] Razi Univ, NNRC, Kermanshah 6714967346, Iran
关键词
cross-coupling reactions; graphene oxide; heterogeneous catalysis; metalloporphyrin; nanocatalysts; HETEROGENEOUS CATALYSTS; OXIDE; EFFICIENT; AROMATICITY; WATER; LIGANDS; ALKENES; LIQUID; CELL;
D O I
10.1002/aoc.4102
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The palladium(II)-coordinated 5,10,15,20-tetrakis-(4-hexyloxyphenyl)-porphyrin as a macrocyclic palladium complex was covalently grafted to the surface of graphene oxide (denoted as GO-CPTMS@Pd-TKHPP). GO-CPTMS@Pd-TKHPP was characterized using microscopic and spectroscopic techniques for confirmation of functionalization. The synthesized catalyst was checked in the Suzuki-Miyaura and the Mizoroki-Heck coupling reactions. The catalyst is very easy to handle, environmentally safe and economical. Also, this catalytic system shows high catalytic activity and the yields of the products are excellent. Moreover, the suggested catalyst was reusable for five runs with no significant decrease in catalytic activity.
引用
收藏
页数:9
相关论文
共 55 条
[1]   Carbon-carbon coupling reactions catalyzed by supported Pd porphyrins [J].
Bagheri, Omid ;
Sadegh, Faranak ;
Moghadam, Majid ;
Tangestaninejad, Shahram ;
Mirkhani, Valiollah ;
Mohammadpoor-Baltork, Iraj ;
Safiri, Mahsa .
APPLIED ORGANOMETALLIC CHEMISTRY, 2014, 28 (05) :337-346
[2]   NiO nanoparticles deposited on graphene platelets as a cost-effective counter electrode in a dye sensitized solar cell [J].
Bajpai, Reeti ;
Roy, Soumyendu ;
Koratkar, Nikhil ;
Misra, D. S. .
CARBON, 2013, 56 :56-63
[3]   Nanocatalyst for direct methanol fuel cell (DMFC) [J].
Basri, S. ;
Kamarudin, S. K. ;
Daud, W. R. W. ;
Yaakub, Z. .
INTERNATIONAL JOURNAL OF HYDROGEN ENERGY, 2010, 35 (15) :7957-7970
[4]   Synthesis, photophysical characterization, and photoelectrochemical evaluation of a palladium porphyrin sensitizer for TiO2-based dye-sensitized solar cells [J].
Berhe, Seare A. ;
Molinets, Zachary B. ;
Frodeman, Maya N. ;
Miller, Blair ;
Nesterov, Vladimir N. ;
Haynes, Keith M. ;
Perry, Collin M. ;
Rodriguez, Marco T. ;
McDougald, Roy N., Jr. ;
Youngblood, W. Justin .
JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2015, 19 (09) :1021-1031
[5]   THE DIRECTED SYNTHESIS OF BIARYL COMPOUNDS - MODERN CONCEPTS AND STRATEGIES [J].
BRINGMANN, G ;
WALTER, R ;
WEIRICH, R .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1990, 29 (09) :977-991
[6]   Two-Dimensional Nanosheets Produced by Liquid Exfoliation of Layered Materials [J].
Coleman, Jonathan N. ;
Lotya, Mustafa ;
O'Neill, Arlene ;
Bergin, Shane D. ;
King, Paul J. ;
Khan, Umar ;
Young, Karen ;
Gaucher, Alexandre ;
De, Sukanta ;
Smith, Ronan J. ;
Shvets, Igor V. ;
Arora, Sunil K. ;
Stanton, George ;
Kim, Hye-Young ;
Lee, Kangho ;
Kim, Gyu Tae ;
Duesberg, Georg S. ;
Hallam, Toby ;
Boland, John J. ;
Wang, Jing Jing ;
Donegan, John F. ;
Grunlan, Jaime C. ;
Moriarty, Gregory ;
Shmeliov, Aleksey ;
Nicholls, Rebecca J. ;
Perkins, James M. ;
Grieveson, Eleanor M. ;
Theuwissen, Koenraad ;
McComb, David W. ;
Nellist, Peter D. ;
Nicolosi, Valeria .
SCIENCE, 2011, 331 (6017) :568-571
[7]   Total synthesis of baccatin III and taxol [J].
Danishefsky, SJ ;
Masters, JJ ;
Young, WB ;
Link, JT ;
Snyder, LB ;
Magee, TV ;
Jung, DK ;
Isaacs, RCA ;
Bornmann, WG ;
Alaimo, CA ;
Coburn, CA ;
DiGrandi, MJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (12) :2843-2859
[8]  
de Meijere A., 2004, Metal-Catalyzed Cross-Coupling Reactions, P2
[9]  
de Meijere A., 2004, Metal-Catalyzed Cross-Coupling Reactions, P1
[10]   Graphene oxide as an acid catalyst for the room temperature ring opening of epoxides [J].
Dhakshinamoorthy, Amarajothi ;
Alvaro, Mercedes ;
Concepcion, Patricia ;
Fornes, Vicente ;
Garcia, Hermenegildo .
CHEMICAL COMMUNICATIONS, 2012, 48 (44) :5443-5445