Comparative transfer hydrogenation performance of homogeneous and heterogeneous ruthenium (II) catalysts derived from a Schiff base ligand

被引:7
作者
Ispir, Esin [1 ]
Sahin, Ertan [2 ]
Ikiz, Mesut [1 ]
Aktas, Arif [1 ]
机构
[1] Kahramanmaras Sutcu Imam Univ, Dept Chem, TR-46050 Kahramanmaras 9, Turkey
[2] Ataturk Univ, Fac Sci, Dept Chem, TR-25240 Erzurum, Turkey
关键词
Ru(II) complex; Schiff base; Transfer hydrogenation; Heterogeneous catalyst; HIGHLY EFFICIENT; COMPLEXES; KETONES; NANOPARTICLES; REDUCTION; RHODIUM;
D O I
10.1016/j.jorganchem.2016.12.027
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A new Schiff base ligand (E)-4-(((pyridin-2-ylmethylene)amino)methyl)phenol (L1H) 1 was synthesized and grafted to solid support successfully. Mononuclear Ru(II) complex 2, its solid supported analogue 4 and heterogeneous complex 5 were synthesized with [RuCl2(p-cymene)](2) and RuCl2(PPh3)dppb. According to the UV-visible, IR and NMR data, the Ru (II) complexes are formed by the coordination of both nitrogen atoms of the ligand. Molecular structures of the L1H 1 was determined by single crystal Xray diffraction study. The Ruthenium (II) complexes 2, 4 and 5 were used as catalysts for the transfer hydrogenation of various ketones in 2-propanol. Following the comparison of complexes 2, 4 and 5 between each other, it was observed that immobilized complexes have higher catalytic activity against the homogeneous structure. The results showed that the diphosphine incorporated complex 5 is more efficient than the other Ru (II) complexes. (C) 2016 Elsevier B.V. All rights reserved.
引用
收藏
页码:188 / 195
页数:8
相关论文
共 50 条
  • [1] Studies on ruthenium(II) Schiff base complexes as catalysts for transfer hydrogenation reactions
    Sitthuraj Krishnaraj
    Manisekar Muthukumar
    Periasamy Viswanathamurthi
    Santhanam Sivakumar
    Transition Metal Chemistry, 2008, 33
  • [2] Synthesis of ruthenium(II) complexes derived from reduced imine ligands: As catalysts for transfer hydrogenation of ketones
    Dayan, Serkan
    Kayaci, Nilgun
    Kalaycioglu, Nilgun Ozpozan
    Dayan, Osman
    Ozturk, Esra Circir
    INORGANICA CHIMICA ACTA, 2013, 401 : 107 - 113
  • [3] Highly Active Ruthenium(II) Complex Catalysts Bearing an Unsymmetrical NNN Ligand in the (Asymmetric) Transfer Hydrogenation of Ketones
    Ye, Wenjing
    Zhao, Miao
    Du, Wangming
    Jiang, Quanbin
    Wu, Kaikai
    Wu, Ping
    Yu, Zhengkun
    CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (17) : 4737 - 4741
  • [4] Synthesis of some ruthenium(II)-Schiff base complexes bearing sulfonamide fragment: New catalysts for transfer hydrogenation of ketones
    Dayan, Serkan
    Ozpozan, Nilgun Kalaycioglu
    Ozdemir, Namik
    Dayan, Osman
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2014, 770 : 21 - 28
  • [5] Hydrogenation of heteroaromatic nitriles and aromatic dinitriles by heterogeneous or homogeneous ruthenium catalysts derived from [Ru3(CO)12]
    Garcia, Juventino J.
    Perez-Lezama, Nora
    Arevalo, Alma
    INORGANICA CHIMICA ACTA, 2017, 464 : 55 - 58
  • [6] Ruthenium(II) complex catalysts bearing a pyridyl-supported pyrazolyl-imine ligand for transfer hydrogenation of ketones
    Zhao, Miao
    Yu, Zhengkun
    Yan, Shenggang
    Li, Yang
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2009, 694 (19) : 3068 - 3075
  • [7] Transfer hydrogenation of aryl ketones with homogeneous ruthenium catalysts containing diazafluorene ligands
    Baran, Mehmet Firat
    Durap, Feyyaz
    Aydemir, Murat
    Baysal, Akin
    APPLIED ORGANOMETALLIC CHEMISTRY, 2016, 30 (12) : 1030 - 1035
  • [8] A STUDY OF RUTHENIUM-BASED CATALYSTS USED IN HOMOGENEOUS TRANSFER HYDROGENATION OF ACETOPHENONE
    Mikolajczyk, Filip
    Kaminski, Kamil
    CHEMICAL AND PROCESS ENGINEERING-INZYNIERIA CHEMICZNA I PROCESOWA, 2019, 40 (02): : 213 - 222
  • [9] Ruthenium(II) Complexes of an Imidazole Carboxamido Ligand for Base-Free Transfer Hydrogenation in Air
    Citta, Richard J.
    Koteles, Brandon L.
    Delgado-Perez, Brenda
    Chan, Benny C.
    Kalman, Steven E.
    ORGANOMETALLICS, 2022, 41 (21) : 3004 - 3013
  • [10] RUTHENIUM(II)-SCHIFF BASE COMPLEXES DERIVED FROM SUBSTITUTED SALICYLALDIMINES AND TRIPHENYLPHOSPHINE
    ARMANDO, MB
    LENA, RR
    RAFAEL, ME
    FEDERICO, DRPJ
    JOURNAL OF COORDINATION CHEMISTRY, 1993, 29 (04) : 359 - 370