Electronic state of a fluoranthene-urea compound and the kinetics of its emissive tautomer state in the presence of acetate anions

2022 ◽  
Author(s):  
Mahiro Okada ◽  
Yoshinobu Nishimura

In order to investigate the electronic states of emissive tautomers (T*) of aromatic-urea compounds formed via excited-state intermolecular proton transfer (ESPT) with acetate anion (Ac), a new aromatic-urea compound (3FU)...

2018 ◽  
Vol 17 (5) ◽  
pp. 561-569 ◽  
Author(s):  
Hisato Matsumoto ◽  
Satomi Ikedu ◽  
Takeyuki Tosaka ◽  
Yoshinobu Nishimura ◽  
Tatsuo Arai

The tautomer form of an anthracene-urea compound in the excited state is stabilized by hydrogen bond acceptor basicity.


2003 ◽  
Vol 369 (1-2) ◽  
pp. 80-89 ◽  
Author(s):  
Marcin Ziółek ◽  
Jacek Kubicki ◽  
Andrzej Maciejewski ◽  
Ryszard Naskrȩcki ◽  
Anna Grabowska

Molecules ◽  
2022 ◽  
Vol 27 (2) ◽  
pp. 516
Author(s):  
You Qian ◽  
Fuchun Gong ◽  
Jiguang Li ◽  
Pan Ma ◽  
Hanming Zhu ◽  
...  

Constructing excited-state intermolecular proton transfer (ESIPT-e) fluorophores represents significant challenges due to the harsh requirement of bearing a proton donor-acceptor (D-A) system and their matching proton donating-accepting ability in the same molecule. Herein, we synthesized a new-type ESIPT-e fluorophor (2-APC) using the “four-component one-pot” reaction. By the installing of a cyano-group on pyridine scaffold, the proton donating ability of -NH2 was greatly enhanced, enabling 2-APC to undergo ESIPT-e process. Surprisingly, 2-APC exhibited dual-emissions in protic solvents ethanol and normal fluorescence in aprotic solvents, which is vastly different from that of conventional ESIPT-a dyes. The ESIPT emission can be obviously suppressed by Fe3+ due to the coordination reaction of Fe3+ with the A-D system in 2-APC. From this basis, a highly sensitive and selective method was established using 2-APC as a fluorescent probe, which offers the sensitive detection of Fe3+ ranging from 0 to 13 μM with the detection limit of 7.5 nM. The recovery study of spiked Fe3+ measured by the probe showed satisfactory results (97.2103.4%) with the reasonable RSD ranging from 3.1 to 3.8%. Moreover, 2-APC can also exhibit aggregation-induced effect in poor solvent or solid-state, eliciting strong red fluorescence. 2-APC was also applied to cell-imaging, exhibiting good cell-permeability, biocompatibility and color rendering. This multi-mode emission of 2-APC is significant departure from that of conventional extended p-conjugated systems and ESIPT dyes based on a flat and rigid molecular design. The “one-pot synthesis” strategy for the construction of ESIPT molecules pioneered a new route to achieve tricolor-emissive fluorophores.


2019 ◽  
Vol 123 (30) ◽  
pp. 6463-6471
Author(s):  
Xuemei He ◽  
Fan Yang ◽  
Shuang Li ◽  
Xiaoxiao He ◽  
Anchi Yu ◽  
...  

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