Influence of chiral ionic liquids on the excited-state properties of naproxen analogs

被引：13

作者：

Adhikary, Ramkrishna ^{[1
]}

Bose, Sayantan ^{[1
]}

Mukherjee, Prasun ^{[1
]}

Thite, Aniket ^{[1
]}

Kraus, George A. ^{[1
]}

Wijeratne, Aruna B. ^{[2
]}

Sharma, Pritesh S. ^{[2
]}

Armstrong, Daniel W. ^{[2
]}

Petrich, Jacob W. ^{[1
]}

机构：

[1] Iowa State Univ, Dept Chem, Ames, IA 50011 USA

[2] Univ Texas Arlington, Dept Chem & Biochem, Arlington, TX 76019 USA

来源：

JOURNAL OF PHYSICAL CHEMISTRY B | 2008年 / 112卷 / 25期

关键词：

D O I：

10.1021/jp711508b

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

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 (similar to 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.

引用

页码：7555 / 7559

页数：5

共 40 条

[1] Wavelength-dependent stereodifferentiation in the fluorescence quenching of asymmetric naphthalene-based dyads by amines [J].