Ionic liquids are not innocent in Pd catalysis. C-H arylation of thiazolium and imidazolium ionic liquids with aryl halides

被引：15
|
作者：
Fukuyama, Takahide [1 ]
Rahman, Md Taifur [1 ]
Mashima, Hiroshi [1 ]
Takahashi, Hideo [1 ]
Ryu, Ilhyong [1 ,2 ]
机构：
[1] Osaka Prefecture Univ, Grad Sch Sci, Dept Chem, Sakai, Osaka 5998531, Japan
[2] Natl Chiao Tung Univ, Dept Appl Chem, Hsinchu 30010, Taiwan
来源：
ORGANIC CHEMISTRY FRONTIERS | 2017年 / 4卷 / 09期
关键词：
CROSS-COUPLING REACTIONS; N-HETEROCYCLIC CARBENE; CATALYZED DIRECT ARYLATION; MIZOROKI-HECK REACTION; AMINO-ACID; MICROFLOW SYSTEM; NHC COMPLEXES; CARBONYLATION; REACTIVITY; MEDIA;
D O I：
10.1039/c7qo00331e
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The ionic liquids bearing an aromatic vinylic C-H moiety are not innocent during Pd-catalyzed crosscoupling reactions of aryl halides, since palladium-catalyzed direct C-H arylation of thiazolium and imidazolium ionic liquids competes.
引用
收藏
页码：1863 / 1866
页数：4
相关论文
共 50 条
  • [41] Recyclable Electron Transfer System: Electroreduction of Viologen in Ionic Liquids and Pd-catalyzed Reductive Coupling of Aryl Halides
    Kuroboshi, Manabu
    Kuwano, Akiko
    Tanaka, Hideo
    ELECTROCHEMISTRY, 2008, 76 (12) : 862 - 864
  • [42] Pd nanoparticles catalyzed stereospecific synthesis of β-aryl cinnamic esters in ionic liquids
    Caló, V
    Nacci, A
    Monopoli, A
    Laera, S
    Cioffi, N
    JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (07): : 2929 - 2933
  • [43] Heck reactions of aryl halides in phosphonium salt ionic liquids: library screening and applications
    Gerritsma, DA
    Robertson, A
    McNulty, J
    Capretta, A
    TETRAHEDRON LETTERS, 2004, 45 (41) : 7629 - 7631
  • [44] Arenediazonium salts immobilized in imidazolium ionic liquids as electrophilic partners in the Pd(OAc)2-catalyzed Matsuda-Heck arylation
    Kalkhambkar, Rajesh G.
    Laali, Kenneth K.
    TETRAHEDRON LETTERS, 2011, 52 (15) : 1733 - 1737
  • [45] The chemistry of the C2 position of imidazolium room temperature ionic liquids
    Ennis, Elliot
    Handy, Scott T.
    CURRENT ORGANIC SYNTHESIS, 2007, 4 (04) : 381 - 389
  • [46] Development of Fe(III)-containing ether-functionalized imidazolium ionic liquids for aryl Grignard cross-coupling of alkyl halides
    Wang LinLin
    Lu Bing
    Zhu AiDi
    Sun HongMei
    Shen Qi
    CHINESE SCIENCE BULLETIN, 2013, 58 (30): : 3624 - 3629
  • [47] Nature of the C2-methylation effect on the properties of imidazolium ionic liquids
    Rodrigues, Ana S. M. C.
    Lima, Carlos F. R. A. C.
    Coutinho, Joao A. P.
    Santos, Luis M. N. B. F.
    PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2017, 19 (07) : 5326 - 5332
  • [48] NH3 production from absorbed NO with synergistic catalysis of Pd/C and functionalized ionic liquids
    Zhang, Yuanyuan
    Zhang, Wanxiang
    Wang, Yan
    Ren, Shuhang
    Hou, Yucui
    Wu, Weize
    GREEN CHEMISTRY, 2023, 25 (15) : 5999 - 6008
  • [49] Synthesis and Properties of Magnetic Aryl-Imidazolium Ionic Liquids with Dual Bronsted/Lewis Acidity
    Chang, Jui-Cheng
    Yang, Che-Hsuan
    Sun, I-Wen
    Ho, Wen-Yueh
    Wu, Tzi-Yi
    MATERIALS, 2018, 11 (12)
  • [50] Imidazolium Salts of Ruthenium Anionic Cyclopentadienone Complexes: Ion Pair for Bifunctional Catalysis in Ionic Liquids
    Cesari, Cristiana
    Cingolani, Andrea
    Teti, Martina
    Messori, Alessandro
    Zacchini, Stefano
    Zanotti, Valerio
    Mazzoni, Rita
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2020, 2020 (11-12) : 1114 - 1122
12345