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Article
Influence of Chiral Ionic Liquids on the Excited-State Properties of Naproxen Analogs
The Journal of Physical Chemistry B
  • Ramkrishna Adhikary, Iowa State University
  • Sayantan Bose, Iowa State University
  • Prasun Mukherjee, Iowa State University
  • Aniket Thite, Iowa State University
  • George A. Kraus, Iowa State University
  • Aruna B. Wijeratne, University of Texas
  • Pritesh S. Sharma, University of Texas
  • Daniel W. Armstrong, University of Texas
  • Jacob W. Petrich, Iowa State University
Document Type
Article
Publication Version
Published Version
Publication Date
6-10-2008
DOI
10.1021/jp711508b
Abstract

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.

Comments

Reprinted (adapted) with permission from The Journal of Physical Chemistry B, 112(5); 7555-7559. Doi: 10.1021/jp711508b. Copyright 2008 American Chemical Society.

Copyright Owner
American Chemical Society
Language
en
File Format
application/pdf
Citation Information
Ramkrishna 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/