Enantioselective hydrogenation of ketopantolactone using Pt-β-ICN chiral catalyst: Correlation between the solution-state concentration of a nucleophilic β-isocinchonine-ketopantolactone complex and enantioselectivity

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Abstract

Experimental evidence (measured by NMR) is given for the correlation between the solution-state concentration of the nucleophilic 1:1 modifier-substrate complex and the ee on enantioselective hydrogenation of ketopantolactone using Pt-β-isocinchonine chiral catalyst. The relationship displays a saturation-type curve, which may indicate an underlying adsorption process involving the catalytically relevant nucleophilic complex.

Original languageEnglish
Pages (from-to)296-303
Number of pages8
JournalJournal of Catalysis
Volume255
Issue number2
DOIs
Publication statusPublished - Apr 25 2008

Fingerprint

Enantioselectivity
Hydrogenation
hydrogenation
Nuclear magnetic resonance
saturation
Adsorption
catalysts
nuclear magnetic resonance
Catalysts
adsorption
Substrates
curves
keto-pantoyllactone

Keywords

  • Enantioselective hydrogenation
  • Intermediate complex
  • Ketopantolactone
  • NMR
  • Organocatalysis
  • Origin of enantioselection
  • Pt-cinchona catalyst

ASJC Scopus subject areas

  • Catalysis
  • Process Chemistry and Technology

Cite this

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title = "Enantioselective hydrogenation of ketopantolactone using Pt-β-ICN chiral catalyst: Correlation between the solution-state concentration of a nucleophilic β-isocinchonine-ketopantolactone complex and enantioselectivity",
abstract = "Experimental evidence (measured by NMR) is given for the correlation between the solution-state concentration of the nucleophilic 1:1 modifier-substrate complex and the ee on enantioselective hydrogenation of ketopantolactone using Pt-β-isocinchonine chiral catalyst. The relationship displays a saturation-type curve, which may indicate an underlying adsorption process involving the catalytically relevant nucleophilic complex.",
keywords = "Enantioselective hydrogenation, Intermediate complex, Ketopantolactone, NMR, Organocatalysis, Origin of enantioselection, Pt-cinchona catalyst",
author = "T. Martinek and Tibor Varga and K. Bal{\'a}zsik and G. Sz{\"o}llősi and F. F{\"u}l{\"o}p and M. Bart{\'o}k",
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T1 - Enantioselective hydrogenation of ketopantolactone using Pt-β-ICN chiral catalyst

T2 - Correlation between the solution-state concentration of a nucleophilic β-isocinchonine-ketopantolactone complex and enantioselectivity

AU - Martinek, T.

AU - Varga, Tibor

AU - Balázsik, K.

AU - Szöllősi, G.

AU - Fülöp, F.

AU - Bartók, M.

PY - 2008/4/25

Y1 - 2008/4/25

N2 - Experimental evidence (measured by NMR) is given for the correlation between the solution-state concentration of the nucleophilic 1:1 modifier-substrate complex and the ee on enantioselective hydrogenation of ketopantolactone using Pt-β-isocinchonine chiral catalyst. The relationship displays a saturation-type curve, which may indicate an underlying adsorption process involving the catalytically relevant nucleophilic complex.

AB - Experimental evidence (measured by NMR) is given for the correlation between the solution-state concentration of the nucleophilic 1:1 modifier-substrate complex and the ee on enantioselective hydrogenation of ketopantolactone using Pt-β-isocinchonine chiral catalyst. The relationship displays a saturation-type curve, which may indicate an underlying adsorption process involving the catalytically relevant nucleophilic complex.

KW - Enantioselective hydrogenation

KW - Intermediate complex

KW - Ketopantolactone

KW - NMR

KW - Organocatalysis

KW - Origin of enantioselection

KW - Pt-cinchona catalyst

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