Copper Nanoparticles Stabilized in a Porous Chitosan Aerogel as a Heterogeneous Catalyst for C-S Cross-coupling

被引：65

作者：

Frindy, Sana ^{[1
,2
]}

el Kadib, Abdelkrim ^{[3
]}

Lahcini, Mohamed ^{[2
]}

Primo, Ana ^{[1
]}

Garcia, Hermenegildo ^{[1
]}

机构：

[1] Inst Univ Tecnol Quim CSIC UPV, Valencia 46022, Spain

[2] Cadi Ayyad Univ, Fac Sci & Technol, Lab Organometall & Macromol Chem Composites Mat, Marrakech 40000, Morocco

[3] Euromediterranean Univ Fes UEMF, Euromed Res Inst, Div Engn, Fes 30070, Morocco

来源：

CHEMCATCHEM | 2015年 / 7卷 / 20期

关键词：

copper; cross-coupling; heterogeneous catalysis; nanoparticles; polymers; EFFICIENT; MICROSPHERES; PALLADIUM; GREEN; SIZE;

D O I：

10.1002/cctc.201500565

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：

Cu nanoparticles (NPs) embedded into chitosan fibrils act as a heterogeneous catalyst for the C-S coupling of aryl halides and thiophenol in toluene. The catalyst can be reused under optimal conditions with some activity decrease from the first to the second use. Characterization of the reused catalyst shows that Cu NPs do not undergo agglomeration. Cu-chitosan is more active for aryl iodides than aryl bromides and chlorides. The presence of chitosan in a large excess is detrimental for the catalytic activity, probably because of the increase of solvent viscosity. It was found that halides formed as byproducts in the reaction act as a catalyst poison and may influence the extent of Cu leaching.

引用

页码：3307 / 3315

页数：9

共 49 条

[1] Synthesis of chitosan-stabilized platinum and palladium nanoparticles and their hydrogenation activity [J].

Adlim, M ;

Abu Bakar, M ;

Liew, KY ;

Ismail, J .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2004, 212 (1-2) :141-149

[2] Nitroaldol condensation catalyzed by topologically modulable cooperative acid-base chitosan-TiO2 hybrid materials [J].

Aqil, Abdelhfid ;

El Kadib, Abdelkrim ;

Aqil, Mohamed ;

Bousmina, Mosto ;

Elidrissi, Abderrahman ;

Detrembleur, Christophe ;

Jerome, Christine .

RSC ADVANCES, 2014, 4 (63) :33160-33163

[3] Nanoparticles as recyclable catalysts: The frontier between homogeneous and heterogeneous catalysis [J].

Astruc, D ;

Lu, F ;

Aranzaes, JR .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (48) :7852-7872

[4]

Astruc D., 2005, Angew. Chem, V117, P8062, DOI DOI 10.1002/ange.200500766

[5] Copper on chitosan: a recyclable heterogeneous catalyst for azide-alkyne cycloaddition reactions in water [J].

Baig, R. B. Nasir ;

Varma, Rajender S. .

GREEN CHEMISTRY, 2013, 15 (07) :1839-1843

[6] Selective Hydrogenation of 1,3-Butadiene and 1-Butyne over a Rh/Chitosan Catalyst Investigated by using Parahydrogen-Induced Polarization [J].

Barskiy, Danila A. ;

Kovtunov, Kirill V. ;

Primo, Ana ;

Corma, Avelino ;

Kaptein, Robert ;

Koptyug, Igor V. .

CHEMCATCHEM, 2012, 4 (12) :2031-2035

[7] Preparation of Elemental Cu and Ni Nanoparticles by the Polyol Method: An Experimental and Theoretical Approach [J].

Carroll, Kyler J. ;

Reveles, J. Ulises ;

Shultz, Michael D. ;

Khanna, Shiv N. ;

Carpenter, Everett E. .

JOURNAL OF PHYSICAL CHEMISTRY C, 2011, 115 (06) :2656-2664

[8] Preparation and catalytic properties of chitosan bound Schiff base copper complexes [J].

Chang, Y ;

Wang, YP ;

Zha, F ;

Wang, RM .

POLYMERS FOR ADVANCED TECHNOLOGIES, 2004, 15 (05) :284-286

[9]

Chtchigrovsky M., 2009, ANGEW CHEM, V121, P6030, DOI [DOI 10.1002/ANGE.200901309, DOI 10.1002/ange.200901309]

[10] Functionalized Chitosan as a Green, Recyclable, Biopolymer-Supported Catalyst for the [3+2] Huisgen Cycloaddition [J].

Chtchigrovsky, Melanie ;

Primo, Ana ;

Gonzalez, Philippe ;

Molvinger, Karine ;

Robitzer, Mike ;

Quignard, Francoise ;

Taran, Frederic .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (32) :5916-5920

← 1 2 3 4 5 →