Electrophilicity of oxalic acid monomer is enhanced in the dimer by intermolecular proton transfer

2017 ◽  
Vol 19 (44) ◽  
pp. 29760-29766 ◽  
Author(s):  
Zibo G. Keolopile ◽  
Matthew R. Ryder ◽  
Benjamin Calzada ◽  
Maciej Gutowski ◽  
Allyson M. Buytendyk ◽  
...  
Keyword(s):  
Oxalic Acid ◽  
Proton Transfer ◽  
Excess Electron ◽  
Intermolecular Proton Transfer

Excess electron induces proton transfer in the dimer of oxalic acid and leads to formation of very stable anions.

Anion of the formic acid dimer as a model for intermolecular proton transfer induced by a π* excess electron

2005 ◽  
Vol 122 (20) ◽  
pp. 204304 ◽  
Author(s):  
Rafał A. Bachorz ◽  
Maciej Harańczyk ◽  
Iwona Dąbkowska ◽  
Janusz Rak ◽  
Maciej Gutowski
Keyword(s):  
Proton Transfer ◽  
Formic Acid ◽  
Excess Electron ◽  
Intermolecular Proton Transfer

Barrier-free intermolecular proton transfer in the uracil-glycine complex induced by excess electron attachment

2002 ◽  
Vol 20 (3) ◽  
pp. 431-439 ◽  
Author(s):  
M. Gutowski ◽  
I. Dabkowska ◽  
J. Rak ◽  
S. Xu ◽  
J.M. Nilles ◽  
...  
Keyword(s):  
Proton Transfer ◽  
Electron Attachment ◽  
Excess Electron ◽  
Intermolecular Proton Transfer ◽  
Barrier Free

Barrier-free intermolecular proton transfer induced by excess electron attachment to the complex of alanine with uracil

2004 ◽  
Vol 120 (13) ◽  
pp. 6064-6071 ◽  
Author(s):  
Iwona Dąbkowska ◽  
Janusz Rak ◽  
Maciej Gutowski ◽  
J. Michael Nilles ◽  
Sarah T. Stokes ◽  
...  
Keyword(s):  
Proton Transfer ◽  
Electron Attachment ◽  
Excess Electron ◽  
Intermolecular Proton Transfer ◽  
Barrier Free

Intermolecular proton transfer induced by excess electron attachment to adenine(formic acid)n (n=2, 3) hydrogen-bonded complexes

2007 ◽  
Vol 342 (1-3) ◽  
pp. 215-222 ◽  
Author(s):  
Kamil Mazurkiewicz ◽  
Maciej Haranczyk ◽  
Piotr Storoniak ◽  
Maciej Gutowski ◽  
Janusz Rak ◽  
...  
Keyword(s):  
Proton Transfer ◽  
Formic Acid ◽  
Electron Attachment ◽  
Excess Electron ◽  
Intermolecular Proton Transfer ◽  
Bonded Complexes ◽  
Hydrogen Bonded

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.

Mechanochromism of Piroxicam Accompanied by Intermolecular Proton Transfer Probed by Spectroscopic Methods and Solid-Phase Changes

2005 ◽  
Vol 127 (18) ◽  
pp. 6641-6651 ◽  
Author(s):  
Agam R. Sheth ◽  
Joseph W. Lubach ◽  
Eric J. Munson ◽  
Francis X. Muller ◽  
David J. W. Grant
Keyword(s):  
Proton Transfer ◽  
Solid Phase ◽  
Phase Changes ◽  
Spectroscopic Methods ◽  
Intermolecular Proton Transfer
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