Cu-doped CoFe2O4 nanoparticles as magnetically recoverable catalyst for C-N cross-coupling reaction

被引:34
作者
Dutta, Mintu Maan [1 ]
Phukan, Prodeep [1 ]
机构
[1] Gauhati Univ, Dept Chem, Gauhati 781014, Assam, India
关键词
Magnetic nanoparticles; N-arylation; Boronic acid; Aniline; imidazole; BUCHWALD-HARTWIG REACTION; ARYLBORONIC ACIDS; ROOM-TEMPERATURE; ARYL HALIDES; EFFICIENT CATALYST; CUPRIC ACETATE; BORONIC ACIDS; ARYLATION; COPPER; WATER;
D O I
10.1016/j.catcom.2018.02.014
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 hybrid catalyst has been developed by immobilizing copper acetate onto surface of cobalt ferrite magnetic nanopartides bearing N-O chelating ligand. The magnetic core of the catalyst was synthesized via ultrasound assisted co-precipitation method and characterized by FT-IR, XRD, EDX, SEM, TEM, TGA and VSM analysis. The catalyst was found to be very active for C-N bond forming reaction. Coupling of amines and aryl boronic acid could be achieved in high yield in methanol in presence of triethylamine at room temperature. After completion of the reaction the catalyst could be recovered using an external magnet and reused for consecutive catalytic cycles without significant decrease in the catalytic activity.
引用
收藏
页码:38 / 42
页数:5
相关论文
共 31 条
[1]   C-N bond forming cross-coupling reactions: an overview [J].
Bariwal, Jitender ;
Van der Eycken, Erik .
CHEMICAL SOCIETY REVIEWS, 2013, 42 (24) :9283-9303
[2]   Copper Oxide Nanoparticles as a Mild and Efficient Catalyst for N-Arylation of Imidazole and Aniline with Boronic Acids at Room Temperature [J].
Borah, Raju Kumar ;
Raul, Prasanta Kumar ;
Mahanta, Abhijit ;
Shchukarev, Andrey ;
Mikkola, Jyri-Pekka ;
Thakur, Ashim Jyoti .
SYNLETT, 2017, 28 (10) :1177-1182
[3]   A new CoFe2O4-Cr2O3-SiO2 fluorescent magnetic nanocomposite [J].
Borgohain, Chandan ;
Senapati, Kula Kamal ;
Mishra, Debabrata ;
Sarma, Kanak Ch. ;
Phukan, Prodeep .
NANOSCALE, 2010, 2 (10) :2250-2256
[4]   New N- and O-arylations with phenylboronic acids and cupric acetate [J].
Chan, DMT ;
Monaco, KL ;
Wang, RP ;
Winters, MP .
TETRAHEDRON LETTERS, 1998, 39 (19) :2933-2936
[5]   The [Cu(OH)•TMEDA]2Cl2-catalyzed coupling of arylboronic acids with imidazoles in water [J].
Collman, JP ;
Zhong, M ;
Zeng, L ;
Costanzo, S .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (04) :1528-1531
[6]   An efficient diamine copper complex-catalyzed coupling of arylboronic acids with imidazoles [J].
Collman, JP ;
Zhong, M .
ORGANIC LETTERS, 2000, 2 (09) :1233-1236
[7]   Coupling of Boronic Acids with Amines in the Presence of a Supported Copper Catalyst [J].
Debreczeni, Nora ;
Fodor, Anna ;
Hell, Zoltan .
CATALYSIS LETTERS, 2014, 144 (09) :1547-1551
[8]   Copper-mediated coupling reactions and their applications in natural products and designed biomolecules synthesis [J].
Evano, Gwilherm ;
Blanchard, Nicolas ;
Toumi, Mathieu .
CHEMICAL REVIEWS, 2008, 108 (08) :3054-3131
[9]   Synthesis of diaryl ethers through the copper-promoted arylation of phenols with arylboronic acids. An expedient synthesis of thyroxine [J].
Evans, DA ;
Katz, JL ;
West, TR .
TETRAHEDRON LETTERS, 1998, 39 (19) :2937-2940
[10]   Chan-Lam-Type C-N Cross-Coupling Reactions under Base-and Ligand-Free CuI-Zeolite Catalysis [J].
Garnier, Tony ;
Sakly, Randa ;
Danel, Mathieu ;
Chassaing, Stefan ;
Pale, Patrick .
SYNTHESIS-STUTTGART, 2017, 49 (06) :1223-1230