scholarly journals Termolecular proton transfer reactions assisted by ionic hydrogen bond formation: Reactions of aromatic cations with polar molecules

1996 ◽  
Vol 104 (20) ◽  
pp. 7965-7973 ◽  
Author(s):  
G. M. Daly ◽  
M. Meot‐Ner ◽  
Y. B. Pithawalla ◽  
M. S. El‐Shall
Keyword(s):  
Hydrogen Bond ◽  
Proton Transfer ◽  
Bond Formation ◽  
Transfer Reactions ◽  
Polar Molecules ◽  
Hydrogen Bond Formation ◽  
Proton Transfer Reactions ◽  
Bond Formation Reactions

scholarly journals Proton transfer equilibria, temperature and substituent effects on hydrogen bonded complexes between chloranilic acid and anilines

2000 ◽  
Vol 14 (3) ◽  
pp. 99-107 ◽  
Author(s):  
Gamal A. Gohar ◽  
Moustafa M. Habeeb
Keyword(s):  
Hydrogen Bond ◽  
Complex Formation ◽  
Proton Transfer ◽  
Equilibrium Constants ◽  
Bond Formation ◽  
Substituent Effects ◽  
Substituted Anilines ◽  
Chloranilic Acid ◽  
Hydrogen Bond Formation ◽  
Linear Relationships

The proton transfer equilibrium constants (KPT) for 1 : 1 complex formation between Chloranilic Acid (CA) and a series ofp- andm‒substituted anilines have been measured in 1,4-dioxane spectrophotometrically. The results supported the concept of amine-solvent hydrogen bond formation (short range solvation effect). Beside, this effect, theKPTvalues were apparently affected by the electron donation power of the aniline ring substituent, which was transmitted to the interaction center via resonance and inductive effects. Linear relationships betweenKPTand σ-Hammett substituent constants, or pKvalues formandpanilines,were obtained verifying the above conclusions. The solute-solvent hydrogen bond formation might increase the reactivity of the aniline nitrogen than would the inductive effect of the alkyl group, in case of CA-N-alkyl aniline complexes. The thermodynamic parameters for the proton transfer complex formation were estimated and it was indicated that the solvent–aniline hydrogen bond formation was preferred in the case ofp-substituted aniline complexes more than in the case of the correspondingm‒isomer. It has been found that the proton transfer process was enthalpy and entropy controlled.

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.

scholarly journals Hydrogen-Bonded Cyclic Dimers at Large Compression: The Case of 1H-pyrrolo[3,2-h]quinoline and 2-(2′-pyridyl)pyrrole

Molecules ◽  
2021 ◽  
Vol 26 (13) ◽  
pp. 3802
Author(s):  
Dominik Kurzydłowski ◽  
Taisiia Chumak ◽  
Jakub Rogoża ◽  
Arkadiusz Listkowski
Keyword(s):  
Hydrogen Bond ◽  
Proton Transfer ◽  
Intermolecular Hydrogen Bond ◽  
Molecular Crystals ◽  
Transfer Reactions ◽  
Hydrogen Bond Donor ◽  
Double Proton Transfer ◽  
Proton Transfer Reactions ◽  
Dft Modelling ◽  
Intramolecular Transfer

1H-pyrrolo[3,2-h]qinoline (PQ) and 2-(2′-pyridyl)pyrrole (PP) are important systems in the study of proton-transfer reactions. These molecules possess hydrogen bond donor (pyrrole) and acceptor (pyridine) groups, which leads to the formation of cyclic dimers in their crystals. Herein, we present a joint experimental (Raman scattering) and computational (DFT modelling) study on the high-pressure behaviour of PQ and PP molecular crystals. Our results indicate that compression up to 10 GPa (100 kbar) leads to considerable strengthening of the intermolecular hydrogen bond within the cyclic dimers. However, the intramolecular N–H∙∙∙N interaction is either weakly affected by pressure, as witnessed in PQ, or weakened due to compression-induced distortions of the molecule, as was found for PP. Therefore, we propose that the compression of these systems should facilitate double proton transfer within the cyclic dimers of PQ and PP, while intramolecular transfer should either remain unaffected (for PQ) or weakened (for PP).

Anion Receptors Containing -NH Binding Sites: Hydrogen-Bond Formation or Neat Proton Transfer?

2005 ◽  
Vol 11 (1) ◽  
pp. 120-127 ◽  
Author(s):  
Valeria Amendola ◽  
Massimo Boiocchi ◽  
Luigi Fabbrizzi ◽  
Arianna Palchetti
Keyword(s):  
Hydrogen Bond ◽  
Proton Transfer ◽  
Binding Sites ◽  
Bond Formation ◽  
Anion Receptors ◽  
Hydrogen Bond Formation
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