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    Vibrational circular dichroism of 3-(trifluoroacetyl)-camphor and its interaction with chiral amines

    Access Status
    Fulltext not available
    Authors
    Merten, C.
    Jalkanen, Karl
    Weiss, V.
    Hartwig, A.
    Date
    2010
    Type
    Journal Article
    
    Metadata
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    Citation
    Merten, Christian and Jalkanen, Karl and Weiss, Volker and Hartwig, Andreas. 2010. Vibrational circular dichroism of 3-(trifluoroacetyl)-camphor and its interaction with chiral amines. Chirality. 22 (8): pp. 772-777.
    Source Title
    Chirality
    DOI
    10.1002/chir.20832
    ISSN
    08990042
    Faculty
    Nanochemistry Research Institute (NRI)
    Faculty of Science and Engineering
    School
    Nanochemistry Research Institute (Research Institute)
    URI
    http://hdl.handle.net/20.500.11937/20898
    Collection
    • Curtin Research Publications
    Abstract

    Vibrational circular dichroism (VCD) spectroscopy and density functional theory (DFT) calculations are used to investigate the keto-enol equilibrium of 3-(trifluoroacetyl)-camphor (TFC) and to study the interaction of TFC with chiral aminesin deuterated Chloroform. It is shown that the VCD spectra of the enol- and keto forms of TFC can clearly be distinguished and that the enol form is favored. By deprotonationof the TFC enol with chiral amines, no indication of a mutual diasteriomeric influenceon the VCD spectra induced by transfer of stereochemical information between the chiralionic species is found, neither experimentally nor theoretically.

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