Ten 5-(substituted phenylazo)-3-cyano-1-ethyl-6-hydroxy-4-methyl-2-pyridones were studied (five new compounds) to provide insight into the electronic effects of diverse substituents located at different positions in their phenyl moieties. The structural features of these dyes were examined by combining experimental and theoretical approaches. The crystal structures of two derivatives were revealed by X-ray crystallography and diverse packing modes owing to different intermolecular interactions (- stacking and lone pair- interactions, as well as hydrogen bonds) were found. A study on lattice energy and energy related to the molecular pairs obtained from their crystal packing was performed. The tautomerism and ionisation of the dyes in ethanol or N,N -dimethylformamide solution were rationalised in terms of diazo component substitution pattern.
TY - JOUR
AU - Mirkovic, Jelena
AU - Božić, Bojan
AU - Vitnik, Vesna
AU - Vitnik, Željko
AU - Rogan, Jelena R.
AU - Poleti, Dejan
AU - Ušćumlić, Gordana
AU - Mijin, Dušan
PY - 2018
UR - http://cer.ihtm.bg.ac.rs/handle/123456789/2318
AB - Ten 5-(substituted phenylazo)-3-cyano-1-ethyl-6-hydroxy-4-methyl-2-pyridones were studied (five new compounds) to provide insight into the electronic effects of diverse substituents located at different positions in their phenyl moieties. The structural features of these dyes were examined by combining experimental and theoretical approaches. The crystal structures of two derivatives were revealed by X-ray crystallography and diverse packing modes owing to different intermolecular interactions (- stacking and lone pair- interactions, as well as hydrogen bonds) were found. A study on lattice energy and energy related to the molecular pairs obtained from their crystal packing was performed. The tautomerism and ionisation of the dyes in ethanol or N,N -dimethylformamide solution were rationalised in terms of diazo component substitution pattern.
PB - Blackwell Publishing Ltd
T2 - Coloration Technology
T1 - Structural, spectroscopic and computational study of 5-(substituted phenylazo)-3-cyano-1-ethyl-6-hydroxy-4-methyl-2-pyridones
VL - 134
IS - 1
SP - 33
EP - 43
DO - 10.1111/cote.12321
ER -
@article{
author = "Mirkovic, Jelena and Božić, Bojan and Vitnik, Vesna and Vitnik, Željko and Rogan, Jelena R. and Poleti, Dejan and Ušćumlić, Gordana and Mijin, Dušan",
year = "2018",
url = "http://cer.ihtm.bg.ac.rs/handle/123456789/2318",
abstract = "Ten 5-(substituted phenylazo)-3-cyano-1-ethyl-6-hydroxy-4-methyl-2-pyridones were studied (five new compounds) to provide insight into the electronic effects of diverse substituents located at different positions in their phenyl moieties. The structural features of these dyes were examined by combining experimental and theoretical approaches. The crystal structures of two derivatives were revealed by X-ray crystallography and diverse packing modes owing to different intermolecular interactions (- stacking and lone pair- interactions, as well as hydrogen bonds) were found. A study on lattice energy and energy related to the molecular pairs obtained from their crystal packing was performed. The tautomerism and ionisation of the dyes in ethanol or N,N -dimethylformamide solution were rationalised in terms of diazo component substitution pattern.",
publisher = "Blackwell Publishing Ltd",
journal = "Coloration Technology",
title = "Structural, spectroscopic and computational study of 5-(substituted phenylazo)-3-cyano-1-ethyl-6-hydroxy-4-methyl-2-pyridones",
volume = "134",
number = "1",
pages = "33-43",
doi = "10.1111/cote.12321"
}
Mirkovic, J., Božić, B., Vitnik, V., Vitnik, Ž., Rogan, J. R., Poleti, D., Ušćumlić, G.,& Mijin, D. (2018). Structural, spectroscopic and computational study of 5-(substituted phenylazo)-3-cyano-1-ethyl-6-hydroxy-4-methyl-2-pyridones.
Coloration Technology
Blackwell Publishing Ltd., 134(1), 33-43.
https://doi.org/10.1111/cote.12321
Mirkovic J, Božić B, Vitnik V, Vitnik Ž, Rogan JR, Poleti D, Ušćumlić G, Mijin D. Structural, spectroscopic and computational study of 5-(substituted phenylazo)-3-cyano-1-ethyl-6-hydroxy-4-methyl-2-pyridones. Coloration Technology. 2018;134(1):33-43
Mirkovic Jelena, Božić Bojan, Vitnik Vesna, Vitnik Željko, Rogan Jelena R., Poleti Dejan, Ušćumlić Gordana, Mijin Dušan, "Structural, spectroscopic and computational study of 5-(substituted phenylazo)-3-cyano-1-ethyl-6-hydroxy-4-methyl-2-pyridones" Coloration Technology, 134, no. 1 (2018):33-43,
https://doi.org/10.1111/cote.12321 .
