[1]俞洋,吴翠玲,王震,等.磁性钯催化剂对Suzuki-Miyaura偶联反应的催化作用[J].华侨大学学报(自然科学版),2015,36(4):449-454.[doi:10.11830/ISSN.1000-5013.2015.04.0449]
　YU Yang,WU Cui-lin,WANG Zhen,et al.Magnetic Palladium Catalysts and Its Catalytic Activityfor Suzuki-Miyaura Coupling Reaction[J].Journal of Huaqiao University(Natural Science),2015,36(4):449-454.[doi:10.11830/ISSN.1000-5013.2015.04.0449]
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磁性钯催化剂对Suzuki-Miyaura偶联反应的催化作用()
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《华侨大学学报（自然科学版）》[ISSN:1000-5013/CN:35-1079/N]

卷:
第36卷
期数:
2015年第4期
页码:
449-454
栏目:
出版日期:
2015-07-15

文章信息/Info

Title:
Magnetic Palladium Catalysts and Its Catalytic Activityfor Suzuki-Miyaura Coupling Reaction
文章编号:
1000-5013(2015)04-0449-06
作者:
俞洋1;  吴翠玲1;  王震1;  张莹雪2;  钱浩1
1. 华侨大学 材料科学与工程学院, 福建 厦门 361021;2. 华侨大学 信息科学与工程学院, 福建 厦门 361021
Author(s):
YU Yang1;  WU Cui-lin1;  WANG Zhen1; ZHANG Ying-xue2;  QIAN Hao1
1. College of Material Science and Engineering, Huaqiao University, Xiamen 361021, China; 2. College of Information Science and Engineering, Huaqiao University, Xiamen 361021, China
关键词:
负载催化剂;  磁性载体;  纳米微球;  N杂环卡宾;  Suzuki-Miyaura反应;  钯复合物
Keywords:
supported catalysts;  magnetic carrier;  nano microspheres;  N-heterocyclic carbine;  Suzuki-Miyaura reaction;  palladium complex
分类号:
TQ426.81
DOI:
10.11830/ISSN.1000-5013.2015.04.0449
文献标志码:
A
摘要:
以四氧化三铁/聚苯乙烯核壳结构的纳米微球为载体,通过傅克反应在其表面修饰高活性的大位阻N杂环卡宾配体,并利用Suzuki-Miyaura偶联反应考察此催化剂的综合性能.研究结果表明:制备的负载催化剂易于分离,对溴代芳烃表现出极高的催化活性,对低活性的氯代芳烃也有良好的催化效果,且具有良好的可重复使用性.
Abstract:
The magnetic nano-beads of Fe3O4/polystyrene with core/shell structure were used as catalyst carriers and its surface was modified with high active ligand of bulky N-heterocyclic carbine via Friedel-Crafts reaction. Suzuki-Miyaura coupling reaction was used to evaluate the catalytic properties of the obtained catalysts. It indicated that the catalyst could be easily separated and showed extremely high activity when brombenzene was employed as starting material. It showed good catalytic activity to the chlorobenzene, and the good reusability was also found for these magnetic catalysts.

参考文献/References:

[1] WOLFER J P,SINGER R A,YANG B H,et al.Highly active palladium catalysts for suzuki coupling reactions[J].Journal of the American Chemical Society,1999,121(41):9550-9561.
[2] BEI Xiao-hong,TURNER H W,WEINBERG W H,et al.Palladium/P,O-ligand-catalyzed suzuki cross-coupling reactions of arylboronic acids and aryl chlorides: Isolation and structural characterization of(P,O)-Pd(dba)complex[J].Journal of Organic Chemistry,1999,64(18):6797-6803.
[3] FEUERSTEIN M,LAURENTI D,BOUGEANT C,et al.Palladium-tetraphosphinecatalysed cross coupling of aryl bromides with arylboronic acids: Remarkable influence of the nature of the ligand[J].Chemical Communications,2001(4):325-326.
[4] 徐广庆,赵庆,汤文军.发展高效的不对称Suzuki-Miyaura偶联反应及其合成应用[J].有机化学,2014(34):1919-1940.
[5] BENAYLIA M,PUGLISI A,COZZI F.Polymer-supported organic catalysts[J].Chemical Reviews,2003,103(9):3401-3430.
[6] CATHERINE A M,DIXON J M,BRADLEY M.Recoverable catalysts and reagents using recyclable polystyrene-based supports[J].Chemical Reviews,2002,102(10):3275-3300.
[7] 郝树林,张政朴,刘长令.固相有机合成中钯催化的交叉偶联反应研究进展[J].高分子通报,2011(7):1-23.
[8] 颜美,冯秀娟.负载钯催化的 Suzuki 偶联反应研究进展[J].有机化学,2010,30(5):623-632.
[9] POLSHETIWAR V,LUQUE R,FIHRI A,et al.Magnetically recoverble nanocatalysts[J].Chemical Reviews,2011,111(5):3036-3075.
[10] 万红亮,白雪峰.磁性可回收钯催化剂催化Suzuki反应的研究进展[J].化学与粘合,2012,34(1):48-54
[11] DHITAL R N,KAMONSATIKUL C,SAKURAI H.Low-temperature carbon-chlorine bond activation by bimetallic gold/palladium alloy nanoclusters: An application to ullmann coupling[J].Journal of American Chemical Society,2012,134(50):20250-20253.
[12] HERRMANN W A,REISINGE C P,SPIEGLER M.Chelating N-heterocyclic carbene ligands in palladium-catalyzed heck-type reactions[J].Journal of Organometallic Chemistry,1998,557(1):93-96.
[13] 于宏伟,施继成.NHC-Pd配合物的合成及其催化Suzuki-Miyaura偶联反应的研究[J].精细石油化工进展,2014,15(2):34-37.
[14] XU Hong,LONGLAN C,NAIHU H,et al.Developmentof magnetization Fe3O4/polystryrene/silica nanospheres via combined miniemulsion/emulsion polymerization[J].Journal of American Chemical Society,2006,128(49):15582-15583.
[15] JAFARPOUR L,STEVENS E D,NOLAN S P.A sterically demanding nucleophiliccarbene: 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene). Thermochemistryand catalytic application in olefin metathesis[J].Journal of Organometallic Chemistry,2000,606(1):49-54.
[16] CHARTOIRE A,FROGNEUX X, BOREUX A,et al.[Pd(IPr*)(3-Cl-pyridinyl)Cl2]: A novel and efficient PEPPSI precatalyst[J].Organometallics,2012,31(19):6947-6951.

备注/Memo

备注/Memo:
收稿日期: 2014-12-17
通信作者: 钱浩(1974-),男,教授,博士,主要从事高分子化学的研究.E-mail:hquqh@126.com.
基金项目: 福建省自然科学基金资助项目(2013J01046)
更新日期/Last Update: 2015-07-20