Inversion of enantioselectivity for the hydrogenation of ethyl pyruvate in the gas-phase over Pt/SiO2 modified with derivatives of hydroquinidine

Add time:07/11/2019    Source:sciencedirect.com

Ethyl pyruvate was hydrogenated as a gas-phase reactant over 2.5% Pt/SiO2 premodified with hydroquinidine 4-chlorobenzoate at two concentrations (0.85 and 8.5 mM g−1cat). The sense of enantioselectivity changed as a function of the modifier concentration. At low modifier concentrations, the (S)-lactate is the preferred product, and at higher concentrations, (R)-lactate is favoured. The lower concentration yielded an enantiomeric excess (ee) of 15% (S)-ethyl lactate in contrast to 17% (R)-lactate for the higher concentration. A range of hydroquinidine and hydroquinine derivatives were evaluated at these concentrations; the results suggest that the carbonyl group of the ester linkage at the C(9) position was required to promote the observed inversion of enantioselectivity. In a subsequent set of experiments, Bi3+ was adsorbed onto the Pt/SiO2 catalyst before the premodification step; these ions are considered to adsorb preferentially on high-energy surface sites (e.g., corner sites or step edges). Increasing Bi3+ concentration decreased the degree of inversion until the effect was lost. On the basis of high-resolution electron microscopy (HREM) comparisons of these Pt/SiO2 and Bi–Pt/SiO2 catalysts, the inversion effect is discussed in terms of the interaction of the substrate and modifier with the catalyst surface.

We also recommend Trading Suppliers and Manufacturers of HYDROQUINIDINE 9-PHENANTHRYL ETHER (cas 135042-88-5). Pls Click Website Link as below: cas 135042-88-5 suppliers

Prev:Toxicity and Carcinogenicity of 2,3-Dibromo-1-propanol (cas 96-13-9) in F344/N Rats and B6C3F1 Mice
Next:Thermophysical properties of fatty acid methyl and ethyl esters)