Solvent polarity and intramolecular hydrogen bonding effects on the photophysical properties of 1-amino-9,10-anthraquinone dye

2006 ◽  
Vol 181 (2-3) ◽  
pp. 338-347 ◽  
Author(s):  
P. Dahiya ◽  
M. Kumbhakar ◽  
D.K. Maity ◽  
T. Mukherjee ◽  
A.B.R. Tripathi ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Photophysical Properties ◽  
Solvent Polarity ◽  
Intramolecular Hydrogen Bonding ◽  
Anthraquinone Dye ◽  
Intramolecular Hydrogen

Conformational Analysis of Cyclohexane-1,2-diol Derivatives and MM3 Parameter Improvement

1996 ◽  
Vol 49 (3) ◽  
pp. 379 ◽  
Author(s):  
GD Rockwell ◽  
TB Grindley
Keyword(s):  
Hydrogen Bonding ◽  
Conformational Analysis ◽  
Ab Initio ◽  
Gas Phase ◽  
Marked Improvement ◽  
Solvent Polarity ◽  
Intramolecular Hydrogen Bonding ◽  
Experimental Results ◽  
Intramolecular Hydrogen

The positions of the equilibria between the diequatorial and diaxial conformers of trans-1,2-dimethoxycyclohexane (2) and trans-2-methoxycyclohexanol (3) have been measured accurately by 13C n.m.r. spectroscopy at -80°C in a series of solvents ranging from non-polar pentane to highly polar methanol. The equilibria favour the diequatorial conformers under all conditions but the extent increases with solvent polarity and is greater for (3). Improved parameters for the OCCO torsional term in MM3 (94) have been developed (V1, V2, and V3, 3.0, -2.5, 1.25, respectively) by comparison with conformational data for (2) and 1,2-dimethoxyethane (1). Application of the modified parameters to a number of examples demonstrates marked improvement for ethers. These examples include 1,2-dimethoxypropane, for which n.m.r. spectra in (D12) cyclohexane have been analysed and those from the gas phase reevaluated. Lesser improvement was achieved for systems having intramolecular hydrogen bonding. Ab initio results for rotation about the C 5-C 6 bond in pyranosides are satisfactorily reproduced but experimental results favour the gg and tg rotamers over the tg rotamer considerably more than calculated.

Kinetic Analysis for the Effect of Intramolecular Hydrogen Bonding on Photophysical Properties ofN-Hydroxyalkyl-1,8-naphthalimides

2010 ◽  
Vol 83 (9) ◽  
pp. 1067-1073 ◽  
Author(s):  
Kazuhiko Matsubayashi ◽  
Chisato Kajimura ◽  
Hideo Shiratori ◽  
Yasuo Kubo ◽  
Toshitada Yoshihara ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Kinetic Analysis ◽  
Photophysical Properties ◽  
Intramolecular Hydrogen Bonding ◽  
Intramolecular Hydrogen

scholarly journals A Family of Ethyl N-Salicylideneglycinate Dyes Stabilized by Intramolecular Hydrogen Bonding: Photophysical Properties and Computational Study

Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3112
Author(s):  
Larisa E. Alkhimova ◽  
Maria G. Babashkina ◽  
Damir A. Safin
Keyword(s):  
Optical Properties ◽  
Hydrogen Bonding ◽  
Dft Calculations ◽  
Computational Study ◽  
Photophysical Properties ◽  
Luminescent Properties ◽  
Intramolecular Hydrogen Bonding ◽  
Intramolecular Proton Transfer ◽  
Polar Solvents ◽  
Intramolecular Hydrogen

In this work we report solvatochromic and luminescent properties of ethyl N-salicylideneglycinate (1), ethyl N-(5-methoxysalicylidene)glycinate (2), ethyl N-(5-bromosalicylidene)glycinate (3), and ethyl N-(5-nitrosalicylidene)glycinate (4) dyes. 1–4 correspond to a class of N-salicylidene aniline derivatives, whose photophysical properties are dictated by the intramolecular proton transfer between the OH-function and the imine N-atom, affording tautomerization between the enol-imine and keto-enamine forms. Photophysical properties of 1–4 were studied in different pure non-polar and (a)protic polar solvents as well as upon gradual addition of NEt3, NaOH, and CH3SO3H. The DFT calculations were performed to verify the structures of 1–4 as well as their electronic and optical properties.

Theoretical study of intramolecular hydrogen bonding and molecular geometry of 2-trifluoromethylphenol

10.1002/jcc.2 ◽  
1996 ◽  
Vol 17 (16) ◽  
pp. 1804-1819 ◽  
Author(s):  
Attila Kov�cs ◽  
Istv�n Kolossv�ry ◽  
G�bor I. Csonka ◽  
Istv�n Hargittai
Keyword(s):  
Hydrogen Bonding ◽  
Theoretical Study ◽  
Molecular Geometry ◽  
Intramolecular Hydrogen Bonding ◽  
Intramolecular Hydrogen

Intramolecular Hydrogen Bonding Facilitates Electrocatalytic Reduction of Nitrite in Aqueous Solutions

2019 ◽  
Vol 58 (14) ◽  
pp. 9443-9451 ◽  
Author(s):  
Song Xu ◽  
Hyuk-Yong Kwon ◽  
Daniel C. Ashley ◽  
Chun-Hsing Chen ◽  
Elena Jakubikova ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Aqueous Solutions ◽  
Intramolecular Hydrogen Bonding ◽  
Electrocatalytic Reduction ◽  
Intramolecular Hydrogen

Seven-Membered Intramolecular Hydrogen Bonding of Phenols: Database Analysis and Phloroglucinol Model Compounds

2012 ◽  
Vol 2012 (24) ◽  
pp. 4483-4492 ◽  
Author(s):  
Ronald K. Castellano ◽  
Yan Li ◽  
Edwin A. Homan ◽  
Andrew J. Lampkins ◽  
Iris V. Marín ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Intramolecular Hydrogen Bonding ◽  
Model Compounds ◽  
Database Analysis ◽  
Intramolecular Hydrogen

scholarly journals NMR of Natural Products as Potential Drugs

Molecules ◽  
2021 ◽  
Vol 26 (12) ◽  
pp. 3763
Author(s):  
Poul Erik Hansen
Keyword(s):  
Natural Products ◽  
Hydrogen Bonding ◽  
Density Functional ◽  
Chemical Shifts ◽  
Isotope Effects ◽  
Density Functional Theory Calculations ◽  
Intramolecular Hydrogen Bonding ◽  
Chemical Equilibria ◽  
Nmr Techniques ◽  
Intramolecular Hydrogen

This review outlines methods to investigate the structure of natural products with emphasis on intramolecular hydrogen bonding, tautomerism and ionic structures using NMR techniques. The focus is on 1H chemical shifts, isotope effects on chemical shifts and diffusion ordered spectroscopy. In addition, density functional theory calculations are performed to support NMR results. The review demonstrates how hydrogen bonding may lead to specific structures and how chemical equilibria, as well as tautomeric equilibria and ionic structures, can be detected. All these features are important for biological activity and a prerequisite for correct docking experiments and future use as drugs.

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