Models for stilbene photoisomerization: experimental and theoretical studies of the excited-state dynamics of 1,2-diphenylcycloalkenes

1991 ◽  
Vol 95 (7) ◽  
pp. 2845-2858 ◽  
Author(s):  
John H. Frederick ◽  
Y. Fujiwara ◽  
John H. Penn ◽  
Keitaro Yoshihara ◽  
Hrvoje Petek
RSC Advances ◽  
2016 ◽  
Vol 6 (75) ◽  
pp. 71496-71500 ◽  
Author(s):  
Subramaniyan Janakipriya ◽  
Selvaraj Tamilmani ◽  
Sathiah Thennarasu

Synthesis of a novel 2-(2′-aminophenyl)benzothiazole based probe (1) and demonstration of excited state intramolecular proton transfer (ESIPT) with a large Stokes shift (∼246 nm) are presented.


2020 ◽  
Author(s):  
Mauricio Lineros-Rosa ◽  
Maria Consuelo Cuquerella ◽  
Antonio Francés-Monerris ◽  
Antonio Monari ◽  
Miguel Angél Miranda ◽  
...  

<p>Recently, sunscreen-based drug photocages have been introduced to provide UV protection to photoactive drugs, thus increasing their photosafety. Here, combined experimental and theoretical studies performed on a photocage based on the commercial UVA filter avobenzone (AB) and on the photosensitizing non-steroidal anti-inflammatory drug ketoprofen (KP) are presented unveiling the photophysical processes responsible for the light-triggered release. Particular attention is paid to solvent stabilization of the drug and UV filter excited states, respectively, which leads to a switching between the triplet excited state energies of the AB and KP units. Most notably, <a>we show that the stabilization of the AB triplet excited state in ethanol solution is the key requirement for an efficient photouncaging. By contrast, in apolar solvents, in particular hexane, KP has the lowest triplet excited state, hence acting as an energy acceptor quench</a>ing the AB triplet manifold, thus inhibiting the desired photoreaction.</p>


2020 ◽  
Author(s):  
Mauricio Lineros-Rosa ◽  
Maria Consuelo Cuquerella ◽  
Antonio Francés-Monerris ◽  
Antonio Monari ◽  
Miguel Angél Miranda ◽  
...  

<p>Recently, sunscreen-based drug photocages have been introduced to provide UV protection to photoactive drugs, thus increasing their photosafety. Here, combined experimental and theoretical studies performed on a photocage based on the commercial UVA filter avobenzone (AB) and on the photosensitizing non-steroidal anti-inflammatory drug ketoprofen (KP) are presented unveiling the photophysical processes responsible for the light-triggered release. Particular attention is paid to solvent stabilization of the drug and UV filter excited states, respectively, which leads to a switching between the triplet excited state energies of the AB and KP units. Most notably, <a>we show that the stabilization of the AB triplet excited state in ethanol solution is the key requirement for an efficient photouncaging. By contrast, in apolar solvents, in particular hexane, KP has the lowest triplet excited state, hence acting as an energy acceptor quench</a>ing the AB triplet manifold, thus inhibiting the desired photoreaction.</p>


2020 ◽  
Author(s):  
Mauricio Lineros-Rosa ◽  
Maria Consuelo Cuquerella ◽  
Antonio Francés-Monerris ◽  
Antonio Monari ◽  
Miguel Angél Miranda ◽  
...  

<p>Recently, sunscreen-based drug photocages have been introduced to provide UV protection to photoactive drugs, thus increasing their photosafety. Here, combined experimental and theoretical studies performed on a photocage based on the commercial UVA filter avobenzone (AB) and on the photosensitizing non-steroidal anti-inflammatory drug ketoprofen (KP) are presented unveiling the photophysical processes responsible for the light-triggered release. Particular attention is paid to solvent stabilization of the drug and UV filter excited states, respectively, which leads to a switching between the triplet excited state energies of the AB and KP units. Most notably, <a>we show that the stabilization of the AB triplet excited state in ethanol solution is the key requirement for an efficient photouncaging. By contrast, in apolar solvents, in particular hexane, KP has the lowest triplet excited state, hence acting as an energy acceptor quench</a>ing the AB triplet manifold, thus inhibiting the desired photoreaction.</p>


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