INTERMOLECULAR HYDROAMINATION OF STYRENE CATALYZED BY PALLADIUM(II) N-HETEROCYCLIC CARBENE COMPLEXES IN IONIC LIQUID

被引:8
|
作者
Yigit, Beyhan [1 ]
Yigit, Murat [1 ]
Gok, Yetkin [2 ]
Celikal, Ozlem Ozeroglu [2 ]
机构
[1] Adiyaman Univ, Fac Sci & Art, Dept Chem, TR-02040 Adiyaman, Turkey
[2] Inonu Univ, Fac Sci & Art, Dept Chem, TR-44260 Malatya, Turkey
关键词
INTRAMOLECULAR HYDROAMINATION; ASYMMETRIC HYDROAMINATION; UNACTIVATED ALKENES; LIGANDS SYNTHESIS; DIRECT ADDITION; SILVER(I); AMINATION; ANILINE; OLEFINS; ALKYNES;
D O I
10.3987/COM-16-13546
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
PdCl2(NHC)(2) complexes have been synthesized by the reaction of palladium acetate with a series of benzimidazolium and imidazolinium salts and characterized by elemental analysis, H-1 NMR and C-13 NMR spectroscopy. These complexes were used as catalysts for the intermolecular hydroamination reactions between styrene with various anilines in ionic liquid at 160 degrees C and corresponding anti-Markovnikov products were obtained with a selectivity of 100% in good yields.
引用
收藏
页码:1994 / 2003
页数:10
相关论文
共 50 条
  • [31] Microwave-Assisted Synthesis of N-Heterocyclic Carbene-Palladium(II) Complexes
    Winkelmann, Ole H.
    Navarro, Oscar
    ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (01) : 212 - 214
  • [32] Catalytically active palladium pyridylidene complexes:: pyridinium ionic liquids as N-heterocyclic carbene precursors
    Albrecht, M
    Stoeckli-Evans, H
    CHEMICAL COMMUNICATIONS, 2005, (37) : 4705 - 4707
  • [33] On the Bonding in N-Heterocyclic Carbene Complexes of Germanium(II)
    Ruddy, Adam J.
    Rupar, Paul A.
    Bladek, Kamila J.
    Allan, Christopher J.
    Avery, Jessica C.
    Baines, Kim M.
    ORGANOMETALLICS, 2010, 29 (06) : 1362 - 1367
  • [34] Arylation of heterocyclic compounds by benzimidazole-based N-heterocyclic carbene-palladium(II) complexes
    Sahin, Neslihan
    Gurbuz, Nevin
    Karabiyik, Hande
    Karabiyik, Hasan
    Ozdemir, Ismail
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2020, 907 (907)
  • [35] Buchwald-Hartwig Amination of Aryl Chlorides Catalyzed by Trinuclear N-Heterocyclic Carbene-Palladium(II) Complexes
    Wang, Tao
    Xu, Kai
    Zhang, An'an
    Wang, Wanli
    Liu, Lantao
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2018, 38 (01) : 259 - 265
  • [36] Palladium-Catalyzed Acetoxylation of Arenes by Novel Sulfinyl N-Heterocyclic Carbene Ligand Complexes
    Tato, Francisco
    Garcia-Dominguez, Andres
    Cardenas, Diego J.
    ORGANOMETALLICS, 2013, 32 (24) : 7487 - 7494
  • [37] Direct CH Bond Activation of Benzoxazole and Benzothiazole with Aryl Bromides Catalyzed by Palladium(II)-N-heterocyclic Carbene Complexes
    Kaloglu, Murat
    Kaloglur, Nazan
    Ozdemir, Ismail
    CHINESE JOURNAL OF CHEMISTRY, 2018, 36 (09) : 837 - 844
  • [38] Picolyl substituted N-heterocyclic carbene/palladium catalyzed Heck reactions
    Yigit, Beyhan
    Yigit, Murat
    Ozdemir, Ismail
    Cetinkaya, Engin
    TURKISH JOURNAL OF CHEMISTRY, 2010, 34 (03) : 327 - 334
  • [39] Chelating Bis(N-Heterocyclic Carbene) Palladium-Catalyzed Reactions
    Liu, Ji-Quan
    Gou, Xing-Xing
    Han, Ying-Feng
    CHEMISTRY-AN ASIAN JOURNAL, 2018, 13 (17) : 2257 - 2276
  • [40] N-Heterocyclic carbene complexes of cyclopentadienylnickel(II):: Synthesis, structure and catalytic activity in styrene polymerization
    Buchowicz, Wlodzimierz
    Koziol, Andrzej
    Jerzykiewicz, Lucjan B.
    Lis, Tadeusz
    Pasynkiewicz, Stanislaw
    Pecherzewska, Aleksandra
    Pietrzykowski, Antoni
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 257 (1-2) : 118 - 123