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Catalytic role of Cu(I) species in Cu_2O/CuI supported on MWCNTs in the oxidative amidation of aryl aldehydes with 2-aminopyridines 被引量:4
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作者 H. N. Hareesh K. U. Minchitha +1 位作者 N. Nagaraju N. Kathyayini 《Chinese Journal of Catalysis》 SCIE EI CAS CSCD 北大核心 2015年第11期1825-1836,共12页
Cu2O and Cul were supported on multiwalled carbon nanotubes (MWCNTs) using a wet impregna- tion method, and the resulting materials were fully characterized by powder X-ray diffraction, Fourier transform infrared sp... Cu2O and Cul were supported on multiwalled carbon nanotubes (MWCNTs) using a wet impregna- tion method, and the resulting materials were fully characterized by powder X-ray diffraction, Fourier transform infrared spectroscopy, scanning electron microscopy with energy dispersive X-ray spectroscopy, transmission electron microscopy, and temperature-programmed desorption with ammonia analysis. The results of these experiments revealed that Cu2O and CuI were deposited on the MWCNTs in the cubic and γ phases, respectively. These results also showed that the Cu-containing MWCNTs exhibited weak to strong electron-accepting (Lewis acidic) properties. The catalytic activities of these materials were studied for the synthesis of biologically significant N-(pyridin-2-yl)benzamides via the oxidative amidation of aryl aldehydes with 2-aminopyridines. The yields of the products were in the range 50%-95% with 100% selectivity. Notably, the CuI/MWCNT catalyst was much more effective than the Cu2O/MWCNT catalyst with respect to the isolated yield of the product, although the latter of these two catalysts exhibited much better recyclability. A preferential interaction was observed between the polar nature of the acid-activated MWCNTs and the ionic Cu2O compared with covalent CuL The differences in these interactions had a significant impact on the rate of the nucleophilic attack of the amino group of 2-aminopyridine substrate on the carbonyl group of the aryl aldehyde. 展开更多
关键词 Cuprous oxide Cuprous iodide Multiwalled carbon nanotube2-Aminopyridine Oxidative amidation
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