Dual Responsive Sustainable Cu2O/Cu Nanocatalyst for Sonogashira and Chan-Lam Cross-Coupling Reactions

被引:6
|
作者
Sarmah, Manashi [1 ]
Sarmah, Debasish [1 ]
Dewan, Anindita [1 ]
Bora, Porag [1 ]
Boruah, Purna K. [2 ]
Das, Manash R. [2 ,3 ]
Bharali, Pankaj [1 ]
Bora, Utpal [1 ]
机构
[1] Tezpur Univ, Dept Chem Sci, Tezpur 784028, Assam, India
[2] North East Inst Sci & Technol, CSIR, Adv Mat Grp, Mat Sci & Technol Div, Jorhat 785006, Assam, India
[3] Acad Sci & Innovat Res AcSIR, Ghaziabad 201002, India
关键词
Cu2O/Cu NPs; Sonogashira coupling; Chan-Lam cross-coupling; Aryl boronic acids; Imidazoles; ARYLBORONIC ACIDS; CONTROLLABLE FABRICATION; SURFACE-CHEMISTRY; ARYL IODIDES; C-C; COPPER; NANOPARTICLES; OXIDATION; WATER; GRAPHENE;
D O I
10.1007/s10562-022-04060-w
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
Cu2O/Cu nanocatalyst was prepared by simple in situ gas phase H2O/O-2 stimulating approach via deposition of Cu2O on the surface of Cu nanoparticles (NPs) using aqueous extract of papaya peel. The synthesized hybrid copper catalyst offers an efficient methodology for Pd-free Sonogashira and Chan-Lam cross-coupling reactions. A site-selective type catalytic activity was observed in Sonogashira coupling reaction by performing a controlled experiment using Cu (0) and the hybrid Cu2O/Cu nanocatalyst. It is characterized by solid UV-visible spectroscopy, Fourier transform infrared (FTIR spectroscopy), powder X-ray diffraction (XRD), X-ray photoelectron spectroscopy (XPS), transmission electron microscopy (TEM) and scanning electron microscopy (SEM). XRD and XPS analysis confirmed the formation of the Cu (0) and Cu2O NPs. The Cu2O/Cu NPs appear two different phases distributed like a lamellar sheet stacked one above the other. The presence of Cu2O phase in hybrid nano catalyst provides an attractive advantage highlighting a Cu (I)-Cu (0) synergistic interaction in the respective cross-coupling reaction. [GRAPHICS] .
引用
收藏
页码:1423 / 1437
页数:15
相关论文
共 50 条
  • [11] Extending the substrate scope of the Chan-Lam cross-coupling reaction using photoredox catalysis
    Marshall, Jennifer
    Wommack, Andrew
    Schiro, Ashlynn
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 253
  • [12] Cu(OAc)2 catalyzed Sonogashira cross-coupling reaction in amines
    Guo, Sheng Mei
    Deng, Chen Liang
    Li, Jin Heng
    CHINESE CHEMICAL LETTERS, 2007, 18 (01) : 13 - 16
  • [13] Cu(OAc)2 catalyzed Sonogashira cross-coupling reaction in amines
    Sheng Mei Guo Chen Liang Deng Jin Heng Li~* Key Laboratory of Chemical Biology & Traditional Chinese Medicine Research(Ministry of Education)
    Chinese Chemical Letters, 2007, (01) : 13 - 16
  • [14] An attractive avenue to Chan-Lam cross-coupling: Scope and developments under Ni-catalysis
    Sarmah, Debasish
    Saikia, Rakhee
    Bora, Utpal
    TETRAHEDRON, 2022, 104
  • [15] Copper(II)-catalyzed Chan-Lam cross-coupling: chemoselective N-arylation of aminophenols
    Reddy, A. Siva
    Reddy, K. Ranjith
    Rao, D. Nageswar
    Jaladanki, Chaitanya K.
    Bharatam, Prasad V.
    Lam, Patrick Y. S.
    Das, Parthasarathi
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2017, 15 (04) : 801 - 806
  • [16] Nickel-catalyzed Chan-Lam cross-coupling: chemoselective N-arylation of 2-aminobenzimidazoles
    Kumar, K. Anil
    Kannaboina, Prakash
    Rao, D. Nageswar
    Das, Parthasarathi
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (38) : 8989 - 8997
  • [17] Cross-coupling reactions using porous multipod Cu2O microcrystals as recoverable catalyst in aqueous media
    Tang, Lin
    Wu, Chaoting
    Hu, Qiyan
    Li, Qian
    Zhang, Wu
    APPLIED ORGANOMETALLIC CHEMISTRY, 2018, 32 (01)
  • [18] Diamines as interparticle linkers for silica-titania supported PdCu bimetallic nanoparticles in Chan-Lam and Suzuki cross-coupling reactions
    Jamwal, Babita
    Kaur, Manpreet
    Sharma, Harsha
    Khajuria, Chhavi
    Paul, Satya
    Clark, J. H.
    NEW JOURNAL OF CHEMISTRY, 2019, 43 (12) : 4919 - 4928
  • [19] Modified graphene supported Ag-Cu NPs with enhanced bimetallic synergistic effect in oxidation and Chan-Lam coupling reactions
    Sharma, Nitika
    Choudhary, Anu
    Kaur, Manpreet
    Sharma, Chandan
    Paul, Satya
    Gupta, Monika
    RSC ADVANCES, 2020, 10 (50) : 30048 - 30061
  • [20] Spherical CuO Nanoparticles as Catalyst for Chan-Lam Cross-Coupling Reaction under Base Free Condition
    Das, Sameeran Kumar
    Deka, Pangkita
    Chetia, Monikha
    Deka, Ramesh C.
    Bharali, Pankaj
    Bora, Utpal
    CATALYSIS LETTERS, 2018, 148 (02) : 547 - 554