Gelatin as a bioorganic reductant, ligand and support for palladium nanoparticles. Application as a catalyst for ligand- and amine-free Sonogashira-Hagihara reaction

被引:48
作者
Firouzabadi, Habib [1 ]
Iranpoor, Nasser [1 ]
Ghaderi, Arash [1 ]
机构
[1] Shiraz Univ, Dept Chem, Coll Sci, Shiraz 71454, Iran
关键词
CROSS-COUPLING REACTION; COPPER-FREE; TERMINAL ALKYNES; PD(0) NANOPARTICLES; DIMERIZATION; IRRADIATION; COMPOSITES; ABSENCE; ENYNES; WATER;
D O I
10.1039/c0ob00253d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Palladium nanoparticles were deposited and reduced by gelatin as a safe edible, naturally occurring and cheap support. No extra reducing agents were used for the generation of Pd(0) nanoparticles from the Pd(II) salt. The nanoparticles of Pd supported on gelatin were characterized by SEM, TEM and AFM images, UV-Vis and XRD spectra and the amount of palladium entrapped in the gelatin was measured by ICP and atomic absorption analysis. The nanoparticles showed high catalytic activity for the Sonogashira-Hagihara coupling reaction of various aryl iodides, bromides and chlorides as well as heteroaryl halides and also beta-bromo styrene with phenylacetylene under copper-, ligand- and amine-free conditions. The reactions were carried out at 100 degrees C in molten tetrabutylammonium bromide (TBAB) or polyethylene glycol (PEG400) in the presence of potassium acetate as a base in argon atmosphere. Dimerization of phenylacetylene applying similar conditions in air is also described.
引用
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页码:865 / 871
页数:7
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