Journal or Book Title
The Journal of Physical Chemistry B
The 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.
American Chemical Society
Adhikary, Ramkrishna; Bose, Sayantan; Mukherjee, Prasun; Thite, Aniket; Kraus, George A.; Wijeratne, Aruna B.; Sharma, Pritesh S.; Armstrong, Daniel W.; and Petrich, Jacob W., "Influence of Chiral Ionic Liquids on the Excited-State Properties of Naproxen Analogs" (2008). Chemistry Publications. 364.