A Strap Strategy for Construction of an Excited-State Intramolecular Proton Transfer (ESIPT) System with Dual Fluorescence

2014 ◽  
Vol 126 (31) ◽  
pp. 8370-8374 ◽  
Author(s):  
Naoya Suzuki ◽  
Aiko Fukazawa ◽  
Kazuhiko Nagura ◽  
Shohei Saito ◽  
Hirotaka Kitoh-Nishioka ◽  
...  
Keyword(s):  
Excited State ◽  
Proton Transfer ◽  
Intramolecular Proton Transfer ◽  
Dual Fluorescence

Dual fluorescence and excited-state intramolecular proton transfer in jet-cooled 3,4-benzotropolone

1993 ◽  
Vol 215 (6) ◽  
pp. 641-648 ◽  
Author(s):  
Hiroshi Sekiya ◽  
Mariko Habu ◽  
Hiroki Ujita ◽  
Takeshi Tsuji ◽  
Akira Mori ◽  
...  
Keyword(s):  
Excited State ◽  
Proton Transfer ◽  
Intramolecular Proton Transfer ◽  
Dual Fluorescence

scholarly journals Insight into dual fluorescence effects induced by molecular aggregation occurring in membrane model systems containing 1,3,4-thiadiazole derivatives

2021 ◽  
Author(s):  
Melinda David ◽  
Iwona Budziak-Wieczorek ◽  
Dariusz Karcz ◽  
Monica Florescu ◽  
Arkadiusz Matwijczuk
Keyword(s):  
Excited State ◽  
Proton Transfer ◽  
Electrochemical Impedance ◽  
Spectroscopic Studies ◽  
Intramolecular Proton Transfer ◽  
Model Systems ◽  
Molecular Forms ◽  
Dual Fluorescence ◽  
Thiadiazole Derivatives ◽  
Lipid Environment

AbstractThis work reports on biophysical insights into the excited state intramolecular proton transfer (ESIPT) processes taking place in three 1,3,4-thiadiazole derivatives that served as model compounds, on which electronic absorption, fluorescence, Fourier-transform infrared spectroscopy (FTIR), surface plasmon resonance (SPR) and electrochemical impedance spectroscopy (EIS) studies were performed. The fluorescence spectra recorded in various solvents revealed an interesting dual fluorescence effect. In molecules in their monomeric form, the effect is associated with the ESIPT phenomenon, and may be further enhanced by aggregation-related effects, such as aggregation-induced emissions. Other spectroscopic studies on the selected molecules in a liposomal medium as a model revealed that, in a biomimetic environment, they can exist in both monomeric and aggregated forms. In both cases, however, the effects observed are closely related to the lipid’s main phase transition temperature and the structure of the molecule. Introduction of specific substituents to the phenyl moiety either allows or prevents proton transfer from occurring in the excited state. The hydrophobicity changes in a lipid environment may result in an emergence of specific molecular forms and therefore either facilitate or hinder ESIPT processes. SPR and EIS confirmed the significant hydrophobicity changes in the model lipid systems, while FTIR measurements revealed a notable influence of 1,3,4-thiadiazoles on the fluidity of liposomal membranes. The results obtained clearly show that the thiadiazole derivatives are very good model molecules for studying hydrophobic-hydrophilic environments, and particularly with polymers or liposomes used as drug delivery systems.

A Strap Strategy for Construction of an Excited-State Intramolecular Proton Transfer (ESIPT) System with Dual Fluorescence

2014 ◽  
Vol 53 (31) ◽  
pp. 8231-8235 ◽  
Author(s):  
Naoya Suzuki ◽  
Aiko Fukazawa ◽  
Kazuhiko Nagura ◽  
Shohei Saito ◽  
Hirotaka Kitoh-Nishioka ◽  
...  
Keyword(s):  
Excited State ◽  
Proton Transfer ◽  
Intramolecular Proton Transfer ◽  
Dual Fluorescence
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