The role of N-heterocyclic carbene substituents on ruthenium(II) complexes in the catalytic transfer hydrogenation of acetophenone

被引:5
|
作者
Gunay, Muhammet Emin [1 ]
Gencay Cogaslioglu, Gulcan [1 ]
机构
[1] Adnan Menderes Univ, Fac Arts & Sci, Dept Chem, Aydin, Turkey
关键词
N-heterocyclic carbene ligands; substituent effect; transfer hydrogenation; ruthenium complexes; silver-N-heterocyclic carbene complexes; ASYMMETRIC TRANSFER HYDROGENATION; RHODIUM(I) COMPLEXES; LIGANDS; REACTIVITY; ALDEHYDES; EFFICIENT; KETONES;
D O I
10.3906/kim-1506-15
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The novel ruthenium(II) complexes [RuCl2 (NHC)(p-cymene)], 3a e, containing 1-alkyl-3-benzylimidazol2-ylidene ligands were prepared. All synthesized compounds were characterized by NMR spectroscopy and elemental analyses. Ru(II)-NHC complexes were tested as catalysts for the transfer hydrogenation of acetophenone, showing modest to high activity in this reaction. The results revealed that efficiencies depend on the substituents of the benzene ring of the benzyl on the N atom of the NHC ring.
引用
收藏
页码:296 / 304
页数:9
相关论文
共 50 条
  • [41] Ruthenium(II) supported by phosphine-functionalized N-heterocyclic carbene ligands as catalysts for the transfer hydrogenation of ketones
    Humphries, Matthew E.
    Pecak, Wiktoria H.
    Hohenboken, Sallie A.
    Alvarado, Samuel R.
    Swenson, Dale C.
    Domski, Gregory J.
    INORGANIC CHEMISTRY COMMUNICATIONS, 2013, 37 : 138 - 143
  • [42] Deactivation of a ruthenium(II) N-heterocyclic carbene p-cymene complex during transfer hydrogenation catalysis
    John R. Miecznikowski
    Nicholas A. Bernier
    Christopher A. Van Akin
    Sheila C. Bonitatibus
    Maura E. Morgan
    Rami M. Kharbouch
    Brandon Q. Mercado
    Matthew A. Lynn
    Transition Metal Chemistry, 2018, 43 : 21 - 29
  • [43] Synthesis and characterization of ruthenium(II) complexes with dendritic N-heterocyclic carbene ligands
    Fujihara, Tetsuaki
    Nishida, Takeru
    Terao, Jun
    Tsuji, Yasushi
    INORGANICA CHIMICA ACTA, 2014, 409 : 174 - 178
  • [44] Probing Intermetallic Coupling in Dinuclear N-Heterocyclic Carbene Ruthenium(II) Complexes
    Mercs, Laszlo
    Neels, Antonia
    Stoeckli-Evans, Helen
    Albrecht, Martin
    INORGANIC CHEMISTRY, 2011, 50 (17) : 8188 - 8196
  • [45] Synthesis and Application of N-Heterocyclic Carbene in Transfer Hydrogenation
    Gao, Yanxuan
    Zhou, Hongyong
    Li, Yunqing
    Wang, Jiaxi
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2012, 32 (08) : 1493 - 1497
  • [46] Deactivation of a ruthenium(II) N-heterocyclic carbene p-cymene complex during transfer hydrogenation catalysis
    Kharbouch, Rami
    Ski, John Miecznikow
    Mercado, Brandon
    Lynn, Matthew
    Morgan, Maura
    Bonitatibus, Sheila
    Bernier, Nicholas
    Van Akin, Christopher
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2018, 256
  • [47] Transfer hydrogenation promoted by N-heterocyclic carbene and water
    Kato, Terumasa
    Matsuoka, Shin-ichi
    Suzuki, Masato
    CHEMICAL COMMUNICATIONS, 2015, 51 (73) : 13906 - 13909
  • [48] Ru(ii)-N-heterocyclic carbene complexes: synthesis, characterization, transfer hydrogenation reactions and biological determination
    Boubakri, Lamia
    Chakchouk-Mtibaa, A.
    Al-Ayed, Abdullah S.
    Mansour, L.
    Abutaha, Nael
    Harrath, Abdel Halim
    Mellouli, L.
    Ozdemir, I.
    Yasar, S.
    Hamdi, Naceur
    RSC ADVANCES, 2019, 9 (59) : 34406 - 34420
  • [49] Synthesis, Characterization and Catalytic Application of Pyridine-Bridged N-Heterocyclic Carbene-Ruthenium Complexes in the Hydrogenation of Carbonates
    Chen, Jiangbo
    Zhu, Haibo
    Chen, Jinjin
    Le, Zhang-Gao
    Tu, Tao
    CHEMISTRY-AN ASIAN JOURNAL, 2017, 12 (21) : 2809 - 2812
  • [50] Synthesis, Characterization and Catalytic Activity of New N-Heterocyclic Bis(carbene)ruthenium Complexes
    Ozdemir, Ismail
    Demir, Serpil
    Gurbuz, Nevin
    Cetinkaya, Bekir
    Toupet, Loic
    Bruneau, Christian
    Dixneuf, Pierre H.
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2009, (13) : 1942 - 1949