Influence of support acid-base properties on the platinum-catalyzed enantioselective hydrogenation of activated ketones
作者： Fatos Hoxha , Bjoern Schimmoeller , Zdenek Cakl , Atsushi Urakawa , Tamas Mallat
DOI: 10.1016/J.JCAT.2010.02.012
关键词: Heterogeneous catalysis 、 Asymmetric hydrogenation 、 Selectivity 、 Chemistry 、 Enantioselective synthesis 、 Catalysis 、 Platinum 、 Ketone 、 Organic chemistry 、 Hydrogenolysis
摘要: Abstract The influence of support acidity and basicity was investigated in the enantioselective hydrogenation methyl benzoylformate ketopantolactone on cinchonidine–modified Pt/Al2O3–SiO2 Pt/Al2O3–Cs2O catalysts. Two series flame-derived 4.7 wt.% Pt/Al2O3 catalysts which acid–base properties were systematically varied by introducing SiO2 (5–80 wt.%) or Cs2O (0.25–10 wt.%) applied. Addition improved enantioselectivity with a maximum at 30 wt.%. Enantioselectivity correlated well characterized TPD NH3 selectivity to hydrogenolysis cyclohexyl ketone ethylcyclohexane. On contrary, doping Cs detrimental formation (R)-alcohols drop could unambiguously be attributed CO2. critical impact ionicity electronic Pt, thus adsorption interaction reaction components metal surface, further proven good correlation between enantioselectivities all ratio CO adsorbed bridged linear (B/L) geometry. practical importance our findings is demonstrated best ee (94 ± 0.5%) achieved so far industrially relevant (R)-pantolactone.
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