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The role of the ring nitrogen and the amino group in the solvent dependence of the excited-state dynamics of 3-aminoquinoline

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Title The role of the ring nitrogen and the amino group in the solvent dependence of the excited-state dynamics of 3-aminoquinoline
 
Creator PANDA, D
DATTA, A
 
Subject solvation energy relationships
density-functional theory
photophysical properties
proton-transfer
fluorescence
mechanism
implementation
deactivation
coumarin-151
enhancement
 
Description The nonradiative rate in 3-aminoquinoline is found to exhibit anomalous solvent dependence, being rather fast in nonpolar solvents and remarkably slower in more polar and especially, more protic ones. The cause of such behavior is investigated by studying the dependence of fluorescence spectral and temporal parameters on the solvent properties such as polarity and hydrogen bonding ability. Complementary quantum mechanical calculations have been performed and the picture that emerges from these studies is that of an excited state with a short radiative lifetime due to the flipping of the amino group. This state is selectively populated in nonpolar, nonhydrogen bonding solvents, but is destabilized with respect to the more polar intramolecular charge transfer (ICT) state in polar solvents and even more so in protic solvents and dimethylsulfoxide. The slower nonradiative rates in the ICT state is attributed to the more restricted motion of the amino group in this state. The role of hydrogen bonding of the amino group and the ring nitrogen in stabilization/destabilization of the ICT state and therefore on the nonradiative rate is also explored. (c) 2006
 
Publisher AMER INST PHYSICS
 
Date 2011-07-16T17:45:41Z
2011-12-26T12:49:52Z
2011-12-27T05:35:40Z
2011-07-16T17:45:41Z
2011-12-26T12:49:52Z
2011-12-27T05:35:40Z
2006
 
Type Article
 
Identifier JOURNAL OF CHEMICAL PHYSICS, 125(5), -
0021-9606
http://dx.doi.org/10.1063/1.2232199
http://dspace.library.iitb.ac.in/xmlui/handle/10054/4482
http://hdl.handle.net/10054/4482
 
Language en