Half-Sandwich Iridium Complexes Based on β-Ketoamino Ligands: Preparation, Structure, and Catalytic Activity in Amide Synthesis

被引:13
作者
Wang, Yang [1 ]
Guo, Wen [1 ]
Guan, Ai-Lin [1 ]
Liu, Shuang [2 ]
Yao, Zi-Jian [1 ,3 ]
机构
[1] Shanghai Inst Technol, Sch Chem & Environm Engn, Shanghai 201418, Peoples R China
[2] Shanghai Inst Technol, Sch Mech Engn, Shanghai 201418, Peoples R China
[3] Anhui Normal Univ, Coll Chem & Mat Sci, Anhui Lab Mol Based Mat, Wuhu 241002, Peoples R China
基金
中国国家自然科学基金;
关键词
ONE-POT CONVERSION; BECKMANN REARRANGEMENT; ALDEHYDES; ALDOXIMES; HYDROGENATION; ALCOHOLS; OXIMES; RH;
D O I
10.1021/acs.inorgchem.1c01530
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A series of beta-ketoamino-based N,O-chelate half-sandwich iridium complexes with the general formula [Cp*IrClL] have been prepared in good yields. These air-insensitive iridium complexes showed desirable catalytic activity in an amide preparation under mild conditions. A number of amides with diverse substituted groups were furnished in a one-pot reaction with good-to-excellent yields through an amidation reaction of NH2OH.HCl with aldehydes in the presence of these iridium(III) precursors. The excellent catalytic activity, mild reaction conditions, and broad substrate scope gave this type of iridium catalyst potential for use in industry. All of the obtained iridium complexes were well characterized by different spectroscopy techniques. The exact molecular structure of complex 3 has been confirmed by single-crystal X-ray analysis.
引用
收藏
页码:11514 / 11520
页数:7
相关论文
共 50 条
  • [21] Syntheses, characterization and catalytic activities of half-sandwich ruthenium complexes with naphthalene-based Schiff base ligands
    Jia, Wei-Guo
    Wang, Zhi-Bao
    Zhi, Xue-Ting
    Han, Jia-Qin
    Sun, Ying
    JOURNAL OF COORDINATION CHEMISTRY, 2017, 70 (05) : 848 - 858
  • [22] Synthesis and Structure Diversity of Half-Sandwich Rare Earth Dialkynyl Complexes
    Xiong, Gang
    Tardif, Olivier
    Nishiura, Masayoshi
    Bingtao, Guan
    Hou, Zhaomin
    HELVETICA CHIMICA ACTA, 2022, 105 (01)
  • [23] Hydrogenation of Carboxylic Acids Catalyzed by Half-Sandwich Complexes of Iridium and Rhodium
    Brewster, Timothy P.
    Miller, Alexander J. M.
    Heinekey, D. Michael
    Goldberg, Karen I.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (43) : 16022 - 16025
  • [24] Homonuclear half-sandwich iridium and rhodium complexes containing dichalcogenolato-functionalized o-carboranyl ligands
    Yao, Zi-Jian
    Xu, Bin
    Huo, Xian-Kuan
    Jin, Guo-Xin
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2013, 747 : 85 - 89
  • [25] Efficient and Rapid Synthesis of Chlorido-Bridged Half-Sandwich Complexes of Ruthenium, Rhodium, and Iridium by Microwave Heating
    Toennemann, Justus
    Risse, Julie
    Grote, Zacharias
    Scopelliti, Rosario
    Severin, Kay
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2013, 2013 (26) : 4558 - 4562
  • [26] Structurally Strained Half-Sandwich Iridium(III) Complexes As Highly Potent Anticancer Agents
    Carrasco, Ana C.
    Rodriguez-Fanjul, Vanessa
    Habtemariam, Abraha
    Pizarro, Ana M.
    JOURNAL OF MEDICINAL CHEMISTRY, 2020, 63 (08) : 4005 - 4021
  • [27] Binuclear half-sandwich ruthenium(II) Schiff base complexes: Synthesis, characterization, DFT study and catalytic activity for the reduction of nitroarenes
    Nandhini, Raja
    Krishnamoorthy, Bellie Sundaram
    Venkatachalam, Galmari
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2019, 903
  • [28] Synthesis, Structure, and Catalytic Activity of Cyclometalated Iridium Complexes with a Bidentate POC Ligand
    Polukeev, Alexey V.
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2023, 26 (31)
  • [29] Ruthenium(II) half-sandwich complexes containing thioamides: Synthesis, structures and catalytic transfer hydrogenation of ketones
    Pandiarajan, Devaraj
    Ramesh, Rengan
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2013, 723 : 26 - 35
  • [30] Serendipitous Synthesis of Five-Coordinated Half-Sandwich Aminoimine Iridium(III) and Ruthenium(II) Complexes and Their Application as Potent Anticancer Agents
    Du, Qing
    Guo, Lihua
    Ge, Xingxing
    Zhao, Liping
    Tian, Zhenzhen
    Liu, Xicheng
    Zhang, Fanjun
    Liu, Zhe
    INORGANIC CHEMISTRY, 2019, 58 (09) : 5956 - 5965