Commercially available reagents -copper(II) acetate hydrate, copper(II) chloride dihydrate, 1,2-diaminobenzene, and phenanthroline hydrate (UkrOrgSyntez Ltd., Ukraine) were used without further purification. Propargylamine and 4-oxocyclohexanecarboxylate were additionally purified by vacuum distillation. Aerosil A-175 was used as a SiO2 carrier for composite preparation. TEM measurements were performed using a PEM-125 K instrument (SELMI, Ukraine) operating at 100 kV acceleration voltage. Samples were prepared as previously described . Powder X-ray diffraction measurements were performed using Bruker D8 Advance diffractometer with CuKα radiation (λ=1.54056 Е). Raman spectra of the composites were measured using MDR-23 spectrometer equipped with an Andor CCD camera and a solid-state laser with an excitation wavelength of λ = 457 nm. Cu content in the composites and the reaction mixtures after experiments was determined by atomic adsorption spectroscopy (AAS) using iCE3500 spectrometer (Thermo Scientific, USA) with acetylene-air flame atomization. Energy-dispersive X-ray spectroscopy (EDX) was carried out on a scanning electron microscope FEI Inspect equipped with EDAX Genesis EDX-System. The values of elements content were averaged for 5 EDX measurements in different places of the sample. The reaction mixtures after the catalytic tests were analyzed by H NMR (Bruker Advance 400 spectrometer) using 1,3,5-trimethoxybenzene as an internal standard.