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Catalytic Performance of CuZnAl Hydrotalcite-Derived Materials in the Continuous-Flow Chemoselective Hydrogenation of 2-Methyl-2-pentanal toward Fine Chemicals and Pharmaceutical Intermediates.

Rahma AbidBartosz ZawadzkiJaroslav KocikGrzegorz SłowikJanusz RyczkowskiMirosław KrawczykZbigniew KaszkurIzabela S PietaAnna Śrębowata
Published in: Molecules (Basel, Switzerland) (2024)
Hydrotalcite-derived materials are eco-friendly, cheap, and efficient catalysts of different reactions. However, their application in liquid-phase hydrogenation could be more extensive. Hence, this work concerns the application of three hydrotalcite-derived materials with different CuZnAl molar ratios in the liquid-phase continuous-flow hydrogenation of 2-methyl-2-pentenal (MPEA) at a wide range of temperature (298-378 K) and pressure (1 × 10 6 -6 × 10 6 Pa). The catalytic investigations were supported by catalysts characterization by ICP-OES, TPR, in situ XRD, XPS, NH 3 -TPD, CO 2 -TPD, and TEM measurements on different stages of their biography. It was shown that the catalytic activity of these samples is related to the Cu 0 /Cu + ratio. Depending on the reaction conditions, selectivity control is possible. All catalysts were 100% selective to 2-methylpentanal (MPAA)-sedative drug precursor, with low conversion, at temperatures ≤ 338 K at every pressure. However, the selectivity of the second desired product, fragrance intermediate, 2-methyl-2-penten-1-ol (MPEO), increased significantly at higher temperatures and pressures. It reached the unique value of 54% with 60% substrate conversion at 378 K and 6 × 10 6 Pa for the catalyst with the highest Cu loading. It was revealed that the production of significant amounts of MPEO is related to the reaction conditions, the Cu + predominance on the surface, the hydrogen spillover effect, and the acid-base properties of these systems.
Keyphrases
  • metal organic framework
  • highly efficient
  • ionic liquid
  • aqueous solution
  • room temperature
  • transition metal
  • reduced graphene oxide
  • electron transfer