کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
26188 | 43938 | 2016 | 7 صفحه PDF | دانلود رایگان |
• Photobehaviour dependence on interchromophoric distance.
• Stereoselective dynamic fluorescence quenching.
• Intramolecular Electron transfer and exciplex formation.
The photoreactivity of diastereomeric dyads containing (S)- or (R)-flurbiprofen (FBP) and (S)-Tyr, either directly linked (1) or separated by a cyclic spacer (3) has been investigated. The main feature is a remarkable intramolecular quenching of FBP fluorescence, especially in 1. The process is clearly configuration dependent, being more efficient for the (R,S)- diastereomer in 1 and for the (S,S)- analogue in 3. Noteworthy, exciplex emission is detected in the 380–500 nm region in the case of 3. Fluorescence decay kinetics from the femtosecond to the nanosecond time-domains provides evidence for the dynamic nature of the quenching. In agreement with the steady-state and time-resolved observations, molecular modelling points to a more favourable geometric arrangement of the two interacting chromophores in 1 than in 3.
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Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volumes 322–323, 15 May–1 June 2016, Pages 95–101