Carboxymethyl chitosan Schiff base supported heterogeneous palladium(II) catalysts for Suzuki cross-coupling reaction

被引：111

作者：

Baran, Talat ^{[1
]}

Aciksoz, Eda ^{[1
]}

Mentes, Ayfer ^{[1
]}

机构：

[1] Aksaray Univ, Fac Sci & Letters, Dept Chem, TR-68100 Aksaray, Turkey

来源：

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL | 2015年 / 407卷

关键词：

Biopolymer-supported catalyst; O-carboxymethyl chitosan; Schiff base; Suzuki; Reusable catalyst; THERMAL-DECOMPOSITION; COMPLEXES; HECK; MECHANISM; HALIDES; CU(II); CO(II); METAL;

D O I：

10.1016/j.molcata.2015.06.008

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：

In this study, two new O-carboxymethyl chitosan Schiff bases supported Pd(II) catalyst were synthesized (OCMCS-3aPd and OCMCS-4aPd). The catalysts were characterized with FTIR, TG/DTG, SEM/EDAX, XRD, ICP-OES, UV vis, magnetic moment and molar conductivity. The catalytic activities of these catalysts were tested in the synthesis of biaryl compounds by Suzuki cross-coupling reactions. Characterizations of the biaryls were performed with GC MS and H-1 NMR. In synthesis of the biaryl compounds in the presence of the Pd(II) catalyst, high selectivity was observed; no homo-coupling byproducts were detected in the spectra. A reusability test demonstrated that the catalysts were highly efficient even after ten run. The mercury poisoning and leaching tests indicated that the catalysts have heterogeneous nature. (C) 2015 Elsevier B.V. All rights reserved.

引用

页码：47 / 52

页数：6

共 38 条

[1] Preparation, characterization and pH-metric measurements of 4-hydroxysalicylidenechitosan Schiff-base complexes of Fe(III), Co(II), Ni(II), Cu(II), Zn(II), Ru(III), Rh(III), Pd(II) and Au(III) [J].

Anan, Neveen A. ;

Hassan, Shawky M. ;

Saad, Eman M. ;

Butler, Ian S. ;

Mostafa, Sahar I. .

CARBOHYDRATE RESEARCH, 2011, 346 (06) :775-793

[2] Synthesis, spectroscopic and catalytic studies of Cu(II), Co(II) and Ni(II) complexes immobilized on Schiff base modified chitosan [J].

Antony, R. ;

Manickam, S. Theodore David ;

Saravanan, K. ;

Karuppasamy, K. ;

Balakumar, S. .

JOURNAL OF MOLECULAR STRUCTURE, 2013, 1050 :53-60

[3] Synthesis, spectrochemical characterisation and catalytic activity of transition metal complexes derived from Schiff base modified chitosan [J].

Antony, R. ;

David, S. Theodore ;

Saravanan, K. ;

Karuppasamy, K. ;

Balakumar, S. .

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2013, 103 :423-430

[4] Synthesis and characterization of water soluble O-carboxymethyl chitosan Schiff bases and Cu(II) complexes [J].

Baran, Talat ;

Mentes, Ayfer ;

Arslan, Hulya .

INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 2015, 72 :94-103

[5] Effect of deacetylation time on the preparation, properties and swelling behavior of chitosan films [J].

Baskar, D. ;

Kumar, T. S. Sampath .

CARBOHYDRATE POLYMERS, 2009, 78 (04) :767-772

[6] Structural and spectral studies of palladium(II) and platinum(II) complexes derived from N,N,N,N-tetradentate macrocyclic ligands [J].

Chandra, Sulekh ;

Raizada, Smriti ;

Rani, Soni .

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2008, 71 (02) :720-724

[7]

Chec EK, 1998, TRANSIT METAL CHEM, V23, P641

[8] Captured and cross-linked palladium nanoparticles [J].

Cho, Jin Ku ;

Najman, Romain ;

Dean, Tony W. ;

Ichihara, Osamu ;

Muller, Christophe ;

Bradley, Mark .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (19) :6276-6277

[9] Layered double hydroxide supported nanopalladium catalyst for Heck-, Suzuki-, Sonogashira-, and Stille-type coupling reactions of chloroarenes [J].

Choudary, BM ;

Madhi, S ;

Chowdari, NS ;

Kantam, ML ;

Sreedhar, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (47) :14127-14136

[10] Synthesis of the ketimine of chitosan and 4,6-diacetylresorcinol, and study of the catalase-like activity of its copper chelate [J].

Demetgul, Cahit .

CARBOHYDRATE POLYMERS, 2012, 89 (02) :354-361

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