Matches in SemOpenAlex for { <https://semopenalex.org/work/W2098459301> ?p ?o ?g. }
- W2098459301 endingPage "248" @default.
- W2098459301 startingPage "238" @default.
- W2098459301 abstract "The influence of the configuration at the C8 and C9 positions of cinchona alkaloids was investigated by comparing the efficiency of cinchonidine, cinchonine, and 9-epi-cinchonidine as chiral modifiers. In the hydrogenation of ketones (methyl benzoylformate, ketopantolactone, methylglyoxal dimethylacetal, 2,2,2-trifluoroacetophenone) on Pt, a change in the configuration at C9 did not affect the absolute configuration of the main products; however, the ees and rates dropped significantly. In the hydrogenation of α-functionalized olefins (E-2-methyl-2-hexenoic acid, 2-phenylcinnamic acid, and 4-methoxy-6-methyl-2H-pyran-2-one) on Pd, replacement of cinchonidine or cinchonine by epi-cinchonidine diminished the rates and almost eliminated the enantioselection, indicating that a subtle combination of C8 and C9 configurations is required on Pd. DFT calculations of the adsorption of the modifiers and the nonlinear behavior of modifier mixtures revealed that the lower reaction rates observed for 9-epi-cinchonidine-modified surfaces cannot be related to different adsorption strength of this modifier. Additionally, substrate–modifier docking interactions are presented." @default.
- W2098459301 created "2016-06-24" @default.
- W2098459301 creator A5015893717 @default.
- W2098459301 creator A5040833016 @default.
- W2098459301 creator A5050197366 @default.
- W2098459301 creator A5052634322 @default.
- W2098459301 creator A5052699106 @default.
- W2098459301 creator A5034182285 @default.
- W2098459301 date "2012-05-01" @default.
- W2098459301 modified "2023-09-27" @default.
- W2098459301 title "Fundamental insights into the enantioselectivity of hydrogenations on cinchona-modified platinum and palladium" @default.
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