Merrifield's Resin-Supported Palladium-Bis(oxazoline) Complex-Catalyzed Cross-Coupling Reactions of Aryl Bromides and Aryl Chlorides

被引:3
作者
Ibrahim, Mansur B. [1 ]
Abdullahi, Ibrahim M. [1 ]
Suleiman, Rami [2 ]
Fettouhi, Mohammed [1 ]
El Ali, Bassam [1 ]
机构
[1] King Fahd Univ Petr & Minerals, Dept Chem, Dhahran 31261, Saudi Arabia
[2] King Fahd Univ Petr & Minerals, Ctr Res Excellence Corros, Dhahran 31261, Saudi Arabia
关键词
Merrifield's resin; Supported palladium; Bis(oxazoline); Recycling; SUZUKI-MIYAURA; MIZOROKI-HECK; PALLADIUM CATALYSTS; TERMINAL ALKYNES; WATER;
D O I
10.1007/s13369-017-2946-8
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
The catalytic activity and the recycling ability of palladium-bis(oxazoline) (Pd-BOX-M) complex supported on Merrifield's resin have been investigated in Suzuki-Miyaura and Mizoroki-Heck cross-coupling reactions of aryl bromides and aryl chlorides. The supported palladium-bis(oxazoline) catalyst demonstrated exceptional catalytic activity and excellent recycling ability. The characterization of the recycled palladium catalyst reveals no significant change in its structure, oxidation state and the amount of loaded palladium. This confirms the excellent stability of the palladium-supported catalyst.
引用
收藏
页码:271 / 280
页数:10
相关论文
共 34 条
[1]  
Amiet G, 2002, SYNLETT, P495
[2]   Supported palladium catalysts for fine chemicals synthesis [J].
Blaser, HU ;
Indolese, A ;
Schnyder, A ;
Steiner, H ;
Studer, M .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2001, 173 (1-2) :3-18
[3]  
Canatarella L., 2011, CSMRS ENZYM MICROB T, V48, P345
[4]   Rhodium-Catalyzed Polymerization of Phenylacetylene and its Derivatives [J].
Casado, Miguel A. ;
Fazal, Atif ;
Oro, Luis A. .
ARABIAN JOURNAL FOR SCIENCE AND ENGINEERING, 2013, 38 (07) :1631-1646
[5]   Pd/C: An old catalyst for new applications - Its use for the Suzuki-Miyaura reaction [J].
Felpin, Francois-Xavier ;
Ayad, Tahar ;
Mitra, Soumya .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (12) :2679-2690
[6]   "Catalysis in a Tea Bag": Synthesis, Catalytic Performance and Recycling of Dendrimer-Immobilised Bis- and Trisoxazoline Copper Catalysts [J].
Gaab, Manuela ;
Bellemin-Laponnaz, Stephane ;
Gade, Lutz H. .
CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (22) :5450-5462
[7]   N-Heterocyclic carbene-palladium(II)-1-methylimidazole complex catalyzed Mizoroki-Heck reaction of aryl chlorides with styrenes [J].
Gao, Ting-Ting ;
Jin, Ai-Ping ;
Shao, Li-Xiong .
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2012, 8 :1916-1919
[8]   One-pot reactions with opposing reagents: Sol-gel entrapped catalyst and base [J].
Gelman, F ;
Blum, J ;
Avnir, D .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (48) :11999-12000
[9]   Suzuki-Miyaura cross-coupling reactions mediated by palladium/imidazolium salt systems [J].
Grasa, GA ;
Viciu, MS ;
Huang, JK ;
Zhang, CM ;
Trudell, ML ;
Nolan, SP .
ORGANOMETALLICS, 2002, 21 (14) :2866-2873
[10]   Synthesis, catalytic activity, and leaching studies of a heterogeneous Pd-catalyst including an immobilized bis(oxazoline) ligand [J].
Gruber-Woelfler, H. ;
Radaschitz, P. F. ;
Feenstra, P. W. ;
Haas, W. ;
Khinast, J. G. .
JOURNAL OF CATALYSIS, 2012, 286 :30-40