Highly efficient homogeneous and heterogenized ruthenium catalysts for transfer hydrogenation of carbonyl compounds

被引:20
|
作者
Ganesamoorthy, S. [1 ,2 ]
Jerome, P. [1 ]
Shanmugasundaram, K. [2 ]
Karvembu, R. [1 ]
机构
[1] Natl Inst Technol, Dept Chem, Tiruchirappalli 620015, Tamil Nadu, India
[2] Syngene Int Ltd, Synthet Chem, Bommasandra Ind Area, Bangalore 560099, Karnataka, India
关键词
ASYMMETRIC TRANSFER HYDROGENATION; COMPLEX; LIGAND; BEARING; ACETOPHENONE; REDUCTION;
D O I
10.1039/c4ra04136d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
[Ru(acac)(2)(CH3CN)(2)] was synthesized from [Ru(acac)(3)] by refluxing it with zinc powder in ethanol-acetonitrile mixture. The prepared catalyst was characterized by FT-IR, H-1 and C-13 NMR techniques. The silica supported catalyst ('SiO2'-NH2-Ru-II) was prepared by stirring [Ru(acac)(2)(CH3CN)(2)] with 'SiO2'-NH2 in a 1 : 1 mixture of CH2Cl2-toluene for 3 days at room temperature. It was characterized by FT-IR, SEM, solid state NMR, ICP and BET surface area methods. The transfer hydrogenation reaction of carbonyl compounds was carried out separately using [Ru(acac)(2)(CH3CN)(2)] and 'SiO2'-NH2-Ru-II as catalysts. The reaction conditions were optimized with different solvents, bases, catalyst amounts and temperatures using acetophenone as a model system. The scope of the reaction was extended to various substituted aryl ketones including heteroaryl ketones.
引用
收藏
页码:27955 / 27962
页数:8
相关论文
共 50 条
  • [1] Recyclable and efficient heterogenized Rh and Ir catalysts for the transfer hydrogenation of carbonyl compounds in aqueous medium
    Sudakar, P.
    Gunasekar, G. H.
    Baek, I. H.
    Yoon, S.
    GREEN CHEMISTRY, 2016, 18 (24) : 6456 - 6461
  • [2] Cyclometalated Dicarbonyl Ruthenium Catalysts for Transfer Hydrogenation and Hydrogenation of Carbonyl Compounds
    Giboulot, Steven
    Baldino, Salvatore
    Ballico, Maurizio
    Nedden, Hans Gunter
    Zuccaccia, Daniele
    Baratta, Walter
    ORGANOMETALLICS, 2018, 37 (13) : 2136 - 2146
  • [3] Versatile Iridicycle Catalysts for Highly Efficient and Chemoselective Transfer Hydrogenation of Carbonyl Compounds in Water
    Talwar, Dinesh
    Wu, Xiaofeng
    Saidi, Ourida
    Salguero, Noemi Poyatos
    Xiao, Jianliang
    CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (40) : 12835 - 12842
  • [4] Heterogenized Wilkinson-Type Catalyst for Transfer Hydrogenation of Carbonyl Compounds
    Bogar, Krisztian
    Krumlinde, Patrik
    Bacsik, Zoltan
    Hedin, Niklas
    Backvall, Jan-E.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (23) : 4409 - 4414
  • [5] Terpyridine Diphosphine Ruthenium Complexes as Efficient Photocatalysts for the Transfer Hydrogenation of Carbonyl Compounds
    Ballico, Maurizio
    Alessi, Dario
    Jandl, Christian
    Lovison, Denise
    Baratta, Walter
    CHEMISTRY-A EUROPEAN JOURNAL, 2022, 28 (65)
  • [6] HETEROGENIZED CATALYSTS OF HYDROGENATION OF PALLADIUM CARBONYL CHLORIDE-BASED NITROAROMATIC COMPOUNDS
    SICHKAR, EV
    BONDAREV, YM
    MARDASHEV, YS
    NIFANTEV, EE
    SYCHEV, YN
    TELESHEV, AT
    ZHURNAL FIZICHESKOI KHIMII, 1988, 62 (04): : 1142 - 1144
  • [7] Ruthenium supported on magnetic nanoparticles: An efficient and recoverable catalyst for hydrogenation of alkynes and transfer hydrogenation of carbonyl compounds
    Baruwati, Babita
    Polshettiwar, Vivek
    Varma, Rajender S.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2009, 237
  • [8] Homogeneous copper catalysts for the hydrogenation of carbonyl compounds at room temperature
    Chakraborty, Arundhoti
    Healey, Mark
    Krause, Jeanette
    Guan, Hairong
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 250
  • [9] BICHEP - RU COMPLEXES, HIGHLY EFFICIENT CATALYSTS FOR ASYMMETRIC HYDROGENATION OF CARBONYL-COMPOUNDS
    CHIBA, T
    MIYASHITA, A
    NOHIRA, H
    TAKAYA, H
    TETRAHEDRON LETTERS, 1993, 34 (14) : 2351 - 2354
  • [10] (CYCLOPENTADIENONE)RUTHENIUM CARBONYL-COMPLEXES - A NEW CLASS OF HOMOGENEOUS HYDROGENATION CATALYSTS
    BLUM, Y
    CZARKIE, D
    RAHAMIM, Y
    SHVO, Y
    ORGANOMETALLICS, 1985, 4 (08) : 1459 - 1461