Influence of Chiral Ionic Liquids on the Excited-State Properties of Naproxen AnalogsThe Journal of Physical Chemistry B
Publication VersionPublished Version
AbstractThe synthesis and decolorization of chiral room-temperature ionic liquids based upon 1-methyl imidazole and chloromethyl menthyl ether is reported. The excellent optical quality of these solvents permits the investigation of the effects of the two enantiomers on the excited-state photophysics of (S)-N-methyl-2-pyrrolidinemethyl 2(S)-(6-methoxy-2-naphthyl)propionate [(S,S)-NPX-PYR]. Whereas in conventional bulk polar solvents such as acetonitrile, (S,S)-NPX-PYR is known to execute excited-state intramolecular electron transfer and to form exciplexes, in these chiral solvents these nonradiative processes are absent. The chiral solvents do, however, induce a small but reproducible (∼10%) stereodifferentiation in the fluorescence lifetime of (S,S)-NPX-PYR as well as in the parent compound, (S)-naproxen. To our knowledge, this is the first example of chiral ionic liquids inducing such an effect on photophysical properties.
Copyright OwnerAmerican Chemical Society
Citation InformationRamkrishna Adhikary, Sayantan Bose, Prasun Mukherjee, Aniket Thite, et al.. "Influence of Chiral Ionic Liquids on the Excited-State Properties of Naproxen Analogs" The Journal of Physical Chemistry B Vol. 112 Iss. 25 (2008) p. 7555 - 7559
Available at: http://works.bepress.com/george_kraus/70/