Authors: György Szőllősi Zsolt Makra Ferenc Fülöp Mihály Bartók
Publish Date: 2011/09/24
Volume: 141, Issue: 11, Pages: 1616-
Abstract
Under the experimental conditions of the Orito reaction the competitive hydrogenations of four binary mixtures of ethyl pyruvate EP methyl benzoylformate MBF pyruvic aldehyde dimethyl acetal PA and 22diethoxyacetophenone DAP on unmodified Pt/Al2O3 racemic hydrogenation and catalyst modified by cinchonidine chiral hydrogenation were studied using continuousflow fixedbed reactor system CFBR Conversions of chiral and racemic hydrogenations were determined under 4 MPa H2 pressure at 293 K using toluene/acetic acid 9/1 as solvent In the competitive chiral hydrogenation of MBF + EP and DAP + PA binary mixtures S1 + S2 a new phenomenon was observed namely the EP and PA are hydrogenated faster than MBF and DAP whereas in racemic one the MBF and DAP are hydrogenated faster than the former ketones The phenomenon verified for the first time in CFBR is dependent on the adsorption mode of the surface complexes of various compositions S1–Pt S2–Pt S1–CD–Pt S2–CD–Pt CD = cinchonidine In the chiral hydrogenation of DAP a rate decrease ie “ligand deceleration” was observed instead of rate enhancement
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