scholarly journals Kinetic analysis of tautomer forms of aromatic-urea compounds with acetate ions: solvent effect of excited state intermolecular proton transfer

2018 ◽  
Vol 17 (5) ◽  
pp. 561-569 ◽  
Author(s):  
Hisato Matsumoto ◽  
Satomi Ikedu ◽  
Takeyuki Tosaka ◽  
Yoshinobu Nishimura ◽  
Tatsuo Arai
Keyword(s):  
Hydrogen Bond ◽  
Excited State ◽  
Proton Transfer ◽  
Solvent Effect ◽  
Kinetic Analysis ◽  
Hydrogen Bond Acceptor ◽  
Intermolecular Proton Transfer ◽  
Hydrogen Bond Acceptor Basicity ◽  
Tautomer Form ◽  
Urea Compounds

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

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
Keyword(s):  
Excited State ◽  
Proton Transfer ◽  
Electronic State ◽  
Electronic States ◽  
Acetate Anion ◽  
Intermolecular Proton Transfer ◽  
Kinetics Of ◽  
Urea Compounds

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)...

scholarly journals A Solvent-Mediated Excited-State Intermolecular Proton Transfer Fluorescent Probe for Fe3+ Sensing and Cell Imaging

Molecules ◽  
2022 ◽  
Vol 27 (2) ◽  
pp. 516
Author(s):  
You Qian ◽  
Fuchun Gong ◽  
Jiguang Li ◽  
Pan Ma ◽  
Hanming Zhu ◽  
...  
Keyword(s):  
Excited State ◽  
Proton Transfer ◽  
Fluorescent Probe ◽  
Cell Imaging ◽  
Cyano Group ◽  
Proton Donor ◽  
Cell Permeability ◽  
One Pot ◽  
Intermolecular Proton Transfer ◽  
Synthesis Strategy

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.

Hydrogen-Bond Rearrangement and Intermolecular Proton Transfer in Protonated Methanol Clusters

1999 ◽  
Vol 39 (3-4) ◽  
pp. 231-243 ◽  
Author(s):  
Huan-Cheng Chang ◽  
Jyh-Chiang Jiang ◽  
Hai-Chou Chang ◽  
Lillian R. Wang ◽  
Yuan T. Lee
Keyword(s):  
Hydrogen Bond ◽  
Proton Transfer ◽  
Intermolecular Proton Transfer ◽  
Bond Rearrangement

Hydrolysis of dimethylphenyltin(IV) and triphenyltin(IV) chlorides in different aqueous ethanol solutions

2008 ◽  
Vol 86 (8) ◽  
pp. 751-756 ◽  
Author(s):  
Morteza Jabbari ◽  
Farrokh Gharib ◽  
Mostafa Mohammadpour Amini ◽  
Amirreza Azadmehr
Keyword(s):  
Hydrogen Bond ◽  
Aqueous Ethanol ◽  
Formation Constants ◽  
Single Parameter ◽  
Hydrogen Bond Donor ◽  
Hydrogen Bond Acceptor ◽  
Polarity Parameter ◽  
Wide Ph Range ◽  
Hydrogen Bond Acceptor Basicity ◽  
Hydrolysis Of

The hydrolysis of [(Me)2(Ph)Sn(IV)]+ and [(Ph)3Sn(IV)]+ has been investigated at 25 °C and different aqueous solutions of ethanol, using a combination of spectrophotometric and potentiometric techniques. The species formed together with their formation constants have been determined using the computer program Squad over a wide pH range of 1 to 11. The hydrolysis constants in different media were analyzed in terms of Kamlet and Taft parameters. Single-parameter correlation of the formation constants, K11 and K12, versus α (hydrogen-bond donor acidity), β (hydrogen-bond acceptor basicity), and π* (dipolarity/polarizability) for both cases are relatively poor in all solutions, but multiparameter correlation represents significant improvement with regard to the single-parameter models. In this work, we have also used the normalized polarity parameter, ETN, alone and in combination with the Kamlet–Taft parameter to find a better correlation of the formation constants in different aqueous ethanol solutions.Key words: dimethylphenyltin(IV) chloride, triphenyltin(IV) chloride, hydrolysis constant, aqueous ethanol solutions, solvent effect.

scholarly journals Excited-state intramolecular proton transfer in a bioactive flavonoid provides fluorescence observables for recognizing its engagement with target proteins

2019 ◽  
Vol 18 (9) ◽  
pp. 2270-2280 ◽  
Author(s):  
Davide Vanossi ◽  
Monica Caselli ◽  
Giorgia Pavesi ◽  
Chiara Borsari ◽  
Pasquale Linciano ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Excited State ◽  
Proton Transfer ◽  
Bond Formation ◽  
Intermolecular Hydrogen Bond ◽  
Intramolecular Proton Transfer ◽  
Hydrogen Bond Formation ◽  
Target Proteins ◽  
Emission Properties

Intra- vs. intermolecular hydrogen-bond formation and ESIPT in a bioactive flavonoid result in different emission properties and provide a clue for recognizing its binding to target proteins.

Sign in / Sign up

Export Citation Format

Share Document