A polymer supported Cu(II) catalyst for oxidative amidation of benzyl alcohol and substituted amines in TBHP/H2O

被引:25
|
作者
Renuka, M. K. [1 ]
Gayathri, V [1 ]
机构
[1] Bangalore Univ, Dept Chem, Cent Coll Campus, Bangalore 560001, Karnataka, India
关键词
Oxidative amidation; Benzyl alcohol; Hemiaminal; Polymer supported Cu(II) complex; Substituted amines; DIRECT AMIDE SYNTHESIS; ONE-POT; TERTIARY-AMINES; NITRILES; GOLD; CARBONYLATION; CONVERSION; OXIDE;
D O I
10.1016/j.catcom.2017.10.023
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A new polymer supported copper complex of 2,6-bis(benzimidazolyl)pyridine Cu(PS-BBP)Cl-2 was prepared and characterized by elemental analyses, AAS, ESR, IR and UV-Vis spectral studies, magnetic moment measurement and thermogravimetric analyses. A facile oxidative coupling of alcohols and amines to synthesize amides was developed using Cu(PS-BBP)Cl-2 as a catalyst and tert-butyl hydroperoxide (TBHP) as an oxidant using water as a solvent in a one-pot process. The optimum conditions were determined for the reaction of benzyl alcohol and benzylamine by varying solvents, temperature, substrate to TBHP ratio and catalyst concentration and the yield resulted was found to be 95%. The catalyst showed excellent catalytic activity and reusability. A tentative reaction mechanism has been proposed.
引用
收藏
页码:71 / 77
页数:7
相关论文
共 50 条
  • [41] Crystal Structure of Aqua(bipyridine)(monohydronitrilotripropionato)copper(II) Trihydrate [Cu(HNtp)(Bipy)(H2O)] QQ 3 H2O
    Polyakova, I. N.
    Sergienko, V. S.
    Poznyak, A. L.
    Russian Journal of Inorganic Chemistry, 41 (07):
  • [42] Synthesis and crystal structure of a phthalate-bridged copper(II) complex {[Cu(L)(Phen)(H2O)]•H2O}n
    Ye, CH
    Sun, HL
    Wang, XY
    Huang, RL
    Li, JR
    Gao, S
    JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, 2005, 35 (05) : 381 - 384
  • [43] Synthesis and crystal structure of a phthalate-bridged copper(II) complex {[Cu(L)(Phen)(H2O)]⋅H2O}n
    Chao-Hong Ye
    Hao-Ling Sun
    Xin-Yi Wang
    Rui-Li Huang
    Jun-Ran Li
    Song Gao
    Journal of Chemical Crystallography, 2005, 35 : 381 - 384
  • [44] Decolorization of ammonium lignosulfonate with H2O2/Cu(II) heterogeneous catalyst
    Dulman, Viorica
    Ignat, Maurusa-Elena
    Bunia, Ion
    JOURNAL OF ENVIRONMENTAL SCIENCE AND HEALTH PART A-TOXIC/HAZARDOUS SUBSTANCES & ENVIRONMENTAL ENGINEERING, 2011, 46 (12): : 1366 - 1375
  • [45] Copper(II)-Catalyzed Oxidative Cross-Coupling of Anilines, Primary Alkyl Amines, and Sodium Azide Using TBHP: A Route to 2-Substituted Benzimidazoles
    Mahesh, Devulapally
    Sadhu, Pradeep
    Punniyamurthy, Tharmalingam
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (08): : 3227 - 3234
  • [46] Heterogeneously Catalyzed Oxidative Cyanation of Tertiary Amines with Sodium Cyanide/Hydrogen Peroxide using Polymer-Supported Iron(II) Phthalocyanines as Catalyst
    Singhal, Sweety
    Jain, Suman L.
    Sain, Bir
    ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (08) : 1338 - 1344
  • [47] Synthesis, crystal structure and magnetic properties of the new Cu(II)/Mn(II) coordination polymer [{Cu(cyclam)MnCl3(H2O)2}Cl]n
    Samolova, E.
    Kuchar, J.
    Grzimek, V
    Kliuikov, A.
    Cizmar, E.
    POLYHEDRON, 2019, 170 : 51 - 59
  • [48] Highly efficient MgF2 supported Co catalyst for cyclization reaction of o-nitroaniline and benzyl-alcohol
    Chen, Yanjie
    Sun, Xinhui
    Sha, Yuli
    Fang, Xinjie
    Chu, Wenyi
    Wang, Xin
    MOLECULAR CATALYSIS, 2023, 545
  • [49] STRUCTURE OF A CU(II)-CONTAINING PEPTIDE, DIAQUO-GLY-L-TYR CU(II) DIHYDRATE, [CU(C11N2O4H13)(H2O)2].2H2O
    DEY, I
    MUKHOPADHYAY, BP
    DAS, BN
    CHAKRABORTY, S
    BANERJEE, A
    JOURNAL OF CRYSTALLOGRAPHIC AND SPECTROSCOPIC RESEARCH, 1993, 23 (01): : 65 - 68
  • [50] SynthesisandCrystalStructureofaNovelThree-dimensionalCu(II)Compound{[Cu(2,2'-bipy)(C7H4O5S)(H2O)2]·H2O}_n
    SU Wei CAO Rong BI WenHua LI Xing State Key Laboratory of Structural Chemistry Fujian Institute of Research on the Structure of Matter The Chinese Academy of Sciences Fuzhou Fujian China
    结构化学, 2005, (04) : 403 - 406+366