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Solvent and structural effects on the UV absorption spectra of N-(substituted phenyl)-2-cyanoacetamides

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Authors
Matijevic, Borko M.
Vastag, Dendi D.
Perisic-Janjic, Nada U.
Apostolov, Suzana Lj
Milčić, Miloš K.
Zivanovic, Lidija
Marinković, Aleksandar
Article (Published version)
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Abstract
UV absorption spectra of N-(substituted phenyl)-2-cyanoacetamides have been recorded in the range 200-400 nm in the set of selected solvents. The solute-solvent interactions were analyzed on the basis of linear solvation energy relationships (LSER) concept proposed by Kamlet and Taft. The effects of substituents on the absorption spectra were interpreted by correlation of absorption frequencies with Hammett substituent constant, sigma. It was found that substituents significantly change the extent of conjugation. Furthermore, the experimental findings were interpreted with the aid of ab initio B3LYP/6-311G(d,p) method. Electronic energies was calculated by the use of 6-311++G(3df,3pd) methods with standard polarized continuum model (PCM) for inclusion of the solvent effect. (C) 2013 Elsevier B.V. All rights reserved.
Keywords:
N-(substituted phenyl)-2-cyanoacetamides / UV absorption spectra / Solvent effects / Substituent effects / Ab initio MO calculation
Source:
Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy, 2014, 117, 568-575
Publisher:
  • Pergamon-Elsevier Science Ltd, Oxford
Funding / projects:
  • Study of the Synthesis, Structure and Activity of Natural and Synthetic Organic Compounds (RS-172013)

DOI: 10.1016/j.saa.2013.08.040

ISSN: 1386-1425

PubMed: 24041496

WoS: 000328179900075

Scopus: 2-s2.0-84883736756
[ Google Scholar ]
4
4
URI
https://cherry.chem.bg.ac.rs/handle/123456789/1454
Collections
  • Publikacije
Institution/Community
Hemijski fakultet
TY  - JOUR
AU  - Matijevic, Borko M.
AU  - Vastag, Dendi D.
AU  - Perisic-Janjic, Nada U.
AU  - Apostolov, Suzana Lj
AU  - Milčić, Miloš K.
AU  - Zivanovic, Lidija
AU  - Marinković, Aleksandar
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1454
AB  - UV absorption spectra of N-(substituted phenyl)-2-cyanoacetamides have been recorded in the range 200-400 nm in the set of selected solvents. The solute-solvent interactions were analyzed on the basis of linear solvation energy relationships (LSER) concept proposed by Kamlet and Taft. The effects of substituents on the absorption spectra were interpreted by correlation of absorption frequencies with Hammett substituent constant, sigma. It was found that substituents significantly change the extent of conjugation. Furthermore, the experimental findings were interpreted with the aid of ab initio B3LYP/6-311G(d,p) method. Electronic energies was calculated by the use of 6-311++G(3df,3pd) methods with standard polarized continuum model (PCM) for inclusion of the solvent effect. (C) 2013 Elsevier B.V. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy
T1  - Solvent and structural effects on the UV absorption spectra of N-(substituted phenyl)-2-cyanoacetamides
VL  - 117
SP  - 568
EP  - 575
DO  - 10.1016/j.saa.2013.08.040
UR  - Kon_2574
ER  - 
@article{
author = "Matijevic, Borko M. and Vastag, Dendi D. and Perisic-Janjic, Nada U. and Apostolov, Suzana Lj and Milčić, Miloš K. and Zivanovic, Lidija and Marinković, Aleksandar",
year = "2014",
abstract = "UV absorption spectra of N-(substituted phenyl)-2-cyanoacetamides have been recorded in the range 200-400 nm in the set of selected solvents. The solute-solvent interactions were analyzed on the basis of linear solvation energy relationships (LSER) concept proposed by Kamlet and Taft. The effects of substituents on the absorption spectra were interpreted by correlation of absorption frequencies with Hammett substituent constant, sigma. It was found that substituents significantly change the extent of conjugation. Furthermore, the experimental findings were interpreted with the aid of ab initio B3LYP/6-311G(d,p) method. Electronic energies was calculated by the use of 6-311++G(3df,3pd) methods with standard polarized continuum model (PCM) for inclusion of the solvent effect. (C) 2013 Elsevier B.V. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy",
title = "Solvent and structural effects on the UV absorption spectra of N-(substituted phenyl)-2-cyanoacetamides",
volume = "117",
pages = "568-575",
doi = "10.1016/j.saa.2013.08.040",
url = "Kon_2574"
}
Matijevic, B. M., Vastag, D. D., Perisic-Janjic, N. U., Apostolov, S. L., Milčić, M. K., Zivanovic, L.,& Marinković, A.. (2014). Solvent and structural effects on the UV absorption spectra of N-(substituted phenyl)-2-cyanoacetamides. in Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy
Pergamon-Elsevier Science Ltd, Oxford., 117, 568-575.
https://doi.org/10.1016/j.saa.2013.08.040
Kon_2574
Matijevic BM, Vastag DD, Perisic-Janjic NU, Apostolov SL, Milčić MK, Zivanovic L, Marinković A. Solvent and structural effects on the UV absorption spectra of N-(substituted phenyl)-2-cyanoacetamides. in Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy. 2014;117:568-575.
doi:10.1016/j.saa.2013.08.040
Kon_2574 .
Matijevic, Borko M., Vastag, Dendi D., Perisic-Janjic, Nada U., Apostolov, Suzana Lj, Milčić, Miloš K., Zivanovic, Lidija, Marinković, Aleksandar, "Solvent and structural effects on the UV absorption spectra of N-(substituted phenyl)-2-cyanoacetamides" in Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy, 117 (2014):568-575,
https://doi.org/10.1016/j.saa.2013.08.040 .,
Kon_2574 .

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