Enantioselective Separation on a Naturally Chiral Surface
Autor: | David S. Sholl, Andrew J. Gellman, Anjanette J Koritnik, Preeti Kamakoti, Joshua D. Horvath |
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Rok vydání: | 2004 |
Předmět: |
Miller index
Binding Sites Cyclohexanones Stereochemistry Enantioselective synthesis chemistry.chemical_element Stereoisomerism General Chemistry Biochemistry Copper Catalysis Spectral line Metal Colloid and Surface Chemistry chemistry Transition metal Selective adsorption visual_art Desorption Spectroscopy Fourier Transform Infrared visual_art.visual_art_medium Thermodynamics Physical chemistry Adsorption |
Zdroj: | Journal of the American Chemical Society. 126:14988-14994 |
ISSN: | 1520-5126 0002-7863 |
DOI: | 10.1021/ja045537h |
Popis: | Kinked-stepped, high Miller index surfaces of metal crystals are chiral and, therefore, exhibit enantiospecific properties. Previous temperature-programmed desorption (TPD) spectra have shown that the desorption energies of R-3-methylcyclohexanone (R-3-MCHO) on the chiral Cu(643)(R) and Cu(643)(S) surfaces are enantiospecific (J. Am. Chem. Soc. 2002, 124, 2384). Here, a comparison of the TPD spectra from Cu(111), Cu(221), Cu(533), Cu(653)(RS), and Cu(643)(RS) surfaces reveals that the enantiospecific desorption occurs from the chiral kink sites on the Cu(643) surfaces. Titration of the chiral kink sites with I atoms confirms this assignment of desorption features in the TPD spectra. Finally, the enantiospecific difference in the desorption energies of R- and S-3-MCHO has been used as the basis for demonstration of an enantioselective, kinetic separation of racemic 3-MCHO into its purified components during adsorption and desorption on the Cu(643)(RS) surfaces. |
Databáze: | OpenAIRE |
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