Structural, spectroscopic and computational study of 5-(substituted phenylazo)-3-cyano-1-ethyl-6-hydroxy-4-methyl-2-pyridones
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2018
Authors
Mirkovic, JelenaBožić, Bojan
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Vitnik, Vesna
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Vitnik, Željko
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Rogan, Jelena R.
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Poleti, Dejan
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Ušćumlić, Gordana
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Mijin, Dušan
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Article (Published version)
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Show full item recordAbstract
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.
Source:
Coloration Technology, 2018, 134, 1, 33-43Publisher:
- Blackwell Publishing Ltd
Funding / projects:
- Study of the Synthesis, Structure and Activity of Natural and Synthetic Organic Compounds (RS-172013)
- Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology (RS-172035)
- Zero- to Three-Dimensional Nanostructures for Application in Electronics and Renewable Energy Sources: Synthesis, Characterization and Processing (RS-45007)
DOI: 10.1111/cote.12321
ISSN: 1472-3581
WoS: 000426132100004
Scopus: 2-s2.0-85042382095
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Institution/Community
IHTMTY - 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 - https://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", 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. in 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. in Coloration Technology. 2018;134(1):33-43. doi:10.1111/cote.12321 .
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" in Coloration Technology, 134, no. 1 (2018):33-43, https://doi.org/10.1111/cote.12321 . .