Ruthenium(II) Complexes of an Imidazole Carboxamido Ligand for Base-Free Transfer Hydrogenation in Air

被引:1
|
作者
Citta, Richard J. [1 ]
Koteles, Brandon L. [1 ]
Delgado-Perez, Brenda [1 ]
Chan, Benny C. [2 ]
Kalman, Steven E. [1 ]
机构
[1] Stockton Univ, Sch Nat Sci & Math, Chem Program, Galloway, NJ 08205 USA
[2] Coll New Jersey, Chem Dept, Ewing, NJ 08618 USA
基金
美国国家科学基金会;
关键词
ASYMMETRIC TRANSFER HYDROGENATION; CATALYTIC TRANSFER HYDROGENATION; CARBONYL-COMPOUNDS; IRIDIUM; KETONES; REACTIVITY; CHEMISTRY; MECHANISM; BONDS;
D O I
10.1021/acs.organomet.2c00433
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Two half-sandwich ruthenium(II) complexes of an imidazole-2-carboxamido ligand have been synthesized and characterized by nuclear magnetic resonance spectroscopy, elemental analysis, and, in one case, single-crystal X-ray diffraction. Both complexes serve as precatalysts for base-free transfer hydrogenation under aerobic conditions. A substrate scope study with a range of ketones and aldehydes was performed, and a preliminary investigation into the mechanism of catalysis was undertaken. These complexes represent relatively rare examples of transfer hydrogenation catalysts that do not require an inert atmosphere and an exogenous base.
引用
收藏
页码:3004 / 3013
页数:10
相关论文
共 50 条
  • [41] Iridium catalyzed base-free hydrogenation of esters and lactones
    Brewster, Timothy
    Rezayee, Nomaan
    Culakova, Zuzana
    Sanford, Melanie
    Goldberg, Karen
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 250
  • [42] Synthesis of ruthenium (II) complexes containing a dihydroperimidine-derived phosphine ligand and their application in transfer hydrogenation of ketones
    Fu, Qi
    Zhang, Lei
    Yi, Tao
    Zou, Mingjun
    Wang, Xiaoyan
    Fu, Haiyan
    Li, Ruixiang
    Chen, Hua
    INORGANIC CHEMISTRY COMMUNICATIONS, 2013, 38 : 28 - 32
  • [43] Hydrogen transfer hydrogenation of acetophenone by ruthenium complexes containing polydentate aminophosphine ligand
    Xu, PP
    Gao, JX
    Zheng, RH
    Peng, WP
    Huang, PQ
    Wan, HL
    Wang, WG
    Ding, KN
    Cheng, SZ
    CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 1998, 19 (03): : 442 - 445
  • [44] Ruthenium(II)-Catalyzed Transfer Hydrogenation of Aromatic and Heteroaromatic Aldehydes in Air
    Bhosale, Sumit S.
    Singh, Keisham S.
    SYNTHETIC COMMUNICATIONS, 2015, 45 (12) : 1411 - 1420
  • [45] Application of enaminone ruthenium(II) complexes as catalysts in the transfer hydrogenation of ketones
    Firinci, Rukiye
    Firinci, Erkan
    Sevincek, Resul
    Aygun, Muhittin
    POLYHEDRON, 2024, 264
  • [46] Cyclometalated ruthenium(II) complexes as highly active transfer hydrogenation catalysts
    Baratta, W
    Da Ros, P
    Del Zotto, A
    Sechi, A
    Zangrando, E
    Rigo, P
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (27) : 3584 - 3588
  • [47] Ruthenium(II) Tris-Pyrazolylmethane Complexes in Transfer Hydrogenation Reactions
    Gobbo, Alberto
    Ma, Xinyuan
    Ciancaleoni, Gianluca
    Zacchini, Stefano
    Biancalana, Lorenzo
    Guelfi, Massimo
    Pampaloni, Guido
    Nolan, Steven P.
    Marchetti, Fabio
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2023, 26 (18)
  • [48] Evaluating the role of linker flexibility in base-free transfer hydrogenation of aldehydes and ketones catalyzed by Cp*Ir(pyridinesulfonamide)Cl complexes
    Townsend, Tanya
    O'Connor, Abby
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 253
  • [49] Transfer hydrogenation of aromatic and linear aldehydes catalyzed using Cp*Ir(pyridinesulfonamide)Cl complexes under base-free conditions
    Townsend, Tanya M.
    Kirby, Christopher
    Ruff, Andrew
    O'Connor, Abby R.
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2017, 843 : 7 - 13
  • [50] Ruthenium(II) Arene Complexes with Asymmetrical Guanidinate Ligands: Synthesis, Characterization, and Application in the Base-Free Catalytic Isomerization of Allylic Alcohols
    Garcia-Alvarez, Rocio
    Suarez, Francisco J.
    Diez, Josefina
    Crochet, Pascale
    Cadierno, Victorio
    Antinolo, Antonio
    Fernandez-Galan, Rafael
    Carrillo-Hermosilla, Fernando
    ORGANOMETALLICS, 2012, 31 (23) : 8301 - 8311