Making Copper(0) Nanoparticles in Glycerol: A Straightforward Synthesis for a Multipurpose Catalyst

Advanced Synthesis and Catalysis - Tập 359 Số 16 - Trang 2832-2846 - 2017
Trung Dang‐Bao1, Christian Pradel1, Isabelle Favier1, Montserrat Gómez1
1Laboratoire Hétérochimie Fondamentale et Appliquée Université de Toulouse 3 - Paul Sabatier, UPS and CNRS UMR 5069 118 Route de Narbonne F-31062 Toulouse Cedex 9 France

Tóm tắt

AbstractSmall zero‐valent copper nanoparticles (CuNPs) have been straightforwardly prepared from Cu(I) and Cu(II) precursors in glycerol and in the presence of polyvinylpyrrolidone as stabilizer. Thanks to the negligible vapor pressure of the solvent, these original nano‐systems could be directly characterized in glycerol as well as in the solid state, exhibiting relevantly homogeneous colloidal dispersions, also even after catalysis. CuNPs coming from the well‐defined coordination complex di‐μ‐hydroxobis[(N,N,N′,N′‐tetramethylethylenediamine)copper(II)] chloride {[Cu(κ2‐N,N‐TMEDA)(μ‐OH)]2Cl2} have been highly efficient in C–C and C–heteroatom bond formation processes. This new catalytic system has proved its performance in C–N couplings and in the synthesis of differently substituted propargylic amines through cross‐dehydrogenative couplings, multi‐component reactions such as A3 (aldehyde‐alkyne‐amine) and KA2 (ketone‐alkyne‐amine) couplings, as well as in the formation of heterocycles such as benzofurans, indolizines, and quinolines under smooth conditions. No significant copper amount was detected in the extracted organic compounds from the catalytic phase by inductively coupled plasma‐atomic emission spectroscopic (ICP‐AES) analyses, proving a highly efficient immobilization of copper nanoparticles in glycerol. From a mechanistic point of view, spectroscopic data (infrared and ultraviolet‐visible spectra) agree with a surface‐like catalytic reactivity.magnified image

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Advanced Synthesis and Catalysis

Tập 359 Số 16

2832-2846

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