TY  - JOUR
AU  - Milentijević, Goran
AU  - Marinković, Aleksandar D.
AU  - Rančić, Milica
AU  - Bogdanović, Aleksandra
AU  - Prlainović, Nevena
AU  - Marković, Smiljana
AU  - Milosavljević, Milutin
PY  - 2021
UR  - https://omorika.sfb.bg.ac.rs/handle/123456789/1193
AB  - The specific objectives of the presented study were related to the optimization of the production process of N-alkyl-, N,N-dialkyl-, and N-cycloalkyl-O-isobutyl thiocarbamate; trial industrial production of N-ethyl-O-isobutyl thiocarbamate; and the evaluation of flotation efficiency of N-ethyl-O-isobutyl thiocarbamate using a real ore sample. The optimization of thiocarbamate syntheses were performed by varying the molar ratio of isobutyl alcohol, carbon disulfide, potassium hydroxide, reaction time, and reaction temperature. In the first step, one-pot reaction took place to produce alkyl xanthate and was followed with chlorination to give alkyl chloroformate (O-alkyl carbonochloridothioate); finally, thiocarbamates were obtained by the reaction with corresponding amines. N-alkyl-O-ethyl thiocarbamate was synthesized as a comparative flotation agent. The structure of the synthesized compounds was confirmed by IR, H-1 and C-13 NMR, and MS instrumental methods, and the purity was determined by gas chromatographic method and elemental analysis. The optimized methods gave high-purity products in a significant yield that was also confirmed by semi-industrial production of N-ethyl-O-isobutyl thiocarbamate. The optimized thiocarbamate synthesis, without isolation of intermediates, is of great importance from the aspect of green technologies. Flotation efficiency test results, using real copper and zinc ores, showed the highest activity of N-ethyl-O-isobutyl thiocarbamate. The optimal one-pot thiocarbamate synthesis provides a simple procedure with a high conversion degree, and, thus, offers valuable technology applicable at the industrial scale.
T2  - Minerals
T1  - New Facile One-Pot Synthesis of Isobutyl Thiocarbamate in Recycling Solvent Mixture
IS  - 12
VL  - 11
DO  - 10.3390/min11121346
UR  - conv_1605
ER  - 

@article{
author = "Milentijević, Goran and Marinković, Aleksandar D. and Rančić, Milica and Bogdanović, Aleksandra and Prlainović, Nevena and Marković, Smiljana and Milosavljević, Milutin",
year = "2021",
abstract = "The specific objectives of the presented study were related to the optimization of the production process of N-alkyl-, N,N-dialkyl-, and N-cycloalkyl-O-isobutyl thiocarbamate; trial industrial production of N-ethyl-O-isobutyl thiocarbamate; and the evaluation of flotation efficiency of N-ethyl-O-isobutyl thiocarbamate using a real ore sample. The optimization of thiocarbamate syntheses were performed by varying the molar ratio of isobutyl alcohol, carbon disulfide, potassium hydroxide, reaction time, and reaction temperature. In the first step, one-pot reaction took place to produce alkyl xanthate and was followed with chlorination to give alkyl chloroformate (O-alkyl carbonochloridothioate); finally, thiocarbamates were obtained by the reaction with corresponding amines. N-alkyl-O-ethyl thiocarbamate was synthesized as a comparative flotation agent. The structure of the synthesized compounds was confirmed by IR, H-1 and C-13 NMR, and MS instrumental methods, and the purity was determined by gas chromatographic method and elemental analysis. The optimized methods gave high-purity products in a significant yield that was also confirmed by semi-industrial production of N-ethyl-O-isobutyl thiocarbamate. The optimized thiocarbamate synthesis, without isolation of intermediates, is of great importance from the aspect of green technologies. Flotation efficiency test results, using real copper and zinc ores, showed the highest activity of N-ethyl-O-isobutyl thiocarbamate. The optimal one-pot thiocarbamate synthesis provides a simple procedure with a high conversion degree, and, thus, offers valuable technology applicable at the industrial scale.",
journal = "Minerals",
title = "New Facile One-Pot Synthesis of Isobutyl Thiocarbamate in Recycling Solvent Mixture",
number = "12",
volume = "11",
doi = "10.3390/min11121346",
url = "conv_1605"
}

Milentijević, G., Marinković, A. D., Rančić, M., Bogdanović, A., Prlainović, N., Marković, S.,& Milosavljević, M.. (2021). New Facile One-Pot Synthesis of Isobutyl Thiocarbamate in Recycling Solvent Mixture. in Minerals, 11(12).
https://doi.org/10.3390/min11121346
conv_1605

Milentijević G, Marinković AD, Rančić M, Bogdanović A, Prlainović N, Marković S, Milosavljević M. New Facile One-Pot Synthesis of Isobutyl Thiocarbamate in Recycling Solvent Mixture. in Minerals. 2021;11(12).
doi:10.3390/min11121346
conv_1605 .

Milentijević, Goran, Marinković, Aleksandar D., Rančić, Milica, Bogdanović, Aleksandra, Prlainović, Nevena, Marković, Smiljana, Milosavljević, Milutin, "New Facile One-Pot Synthesis of Isobutyl Thiocarbamate in Recycling Solvent Mixture" in Minerals, 11, no. 12 (2021),
https://doi.org/10.3390/min11121346 .,
conv_1605 .

TY  - JOUR
AU  - Rančić, Milica
AU  - Stojiljković, Ivana
AU  - Milošević, Milena
AU  - Prlainović, Nevena
AU  - Jovanović, Maja
AU  - Milcić, Miloš K.
AU  - Marinković, Aleksandar D.
PY  - 2019
UR  - https://omorika.sfb.bg.ac.rs/handle/123456789/1002
AB  - The substituent and solvent effect on intramolecular charge transfer (ICT) in 5-aryli dene-3-methyl-2,4-thiazolidinediones (series 1) and 5-arylidene-3-phenyl-2,4-thiazolidinediones (series 2) was studied by using experimental and theoretical methodology. The effect of specific and non-specific solvent-solute interactions on the UV-vis absorption maxima shifts was evaluated by using the Kamlet-Taft and Catalan solvent parameter sets. Linear free energy relationships (LFERs) have been applied to the UV-vis and C-13 NMR data by using SSP (single substituent parameter) and DSP (dual substituent parameters). Comparative LFER analysis of 10 styrenic series was performed in order to distinguish contribution of structural and electronic substituent effect on extent of p-polarization in a side chain (vinyl) group. Furthermore, the experimental findings were interpreted with the aid of ab initio MP2 and time-dependent density functional (TD-DFT) methods. TD-DFT calculations are performed to quantify the efficiency of intramolecular charge transfer (ICT) allowing us to define the charge-transfer distance (DCT), amount of transferred charge (QCT), and difference of dipole moments between the ground and excited states (mu CT). It was found that both substituents and solvents influence electron density shift, i.e. extent of conjugation, and affect intramolecular charge transfer character in the course of excitation.
PB  - Elsevier
T2  - Arabian Journal of Chemistry
T1  - Solvent and substituent effect on intramolecular charge transfer in 5-arylidene-3-substituted-2,4-thiazolidinediones: Experimental and theoretical study
EP  - 5161
IS  - 8
SP  - 5142
VL  - 12
UR  - conv_2358
ER  - 

@article{
author = "Rančić, Milica and Stojiljković, Ivana and Milošević, Milena and Prlainović, Nevena and Jovanović, Maja and Milcić, Miloš K. and Marinković, Aleksandar D.",
year = "2019",
abstract = "The substituent and solvent effect on intramolecular charge transfer (ICT) in 5-aryli dene-3-methyl-2,4-thiazolidinediones (series 1) and 5-arylidene-3-phenyl-2,4-thiazolidinediones (series 2) was studied by using experimental and theoretical methodology. The effect of specific and non-specific solvent-solute interactions on the UV-vis absorption maxima shifts was evaluated by using the Kamlet-Taft and Catalan solvent parameter sets. Linear free energy relationships (LFERs) have been applied to the UV-vis and C-13 NMR data by using SSP (single substituent parameter) and DSP (dual substituent parameters). Comparative LFER analysis of 10 styrenic series was performed in order to distinguish contribution of structural and electronic substituent effect on extent of p-polarization in a side chain (vinyl) group. Furthermore, the experimental findings were interpreted with the aid of ab initio MP2 and time-dependent density functional (TD-DFT) methods. TD-DFT calculations are performed to quantify the efficiency of intramolecular charge transfer (ICT) allowing us to define the charge-transfer distance (DCT), amount of transferred charge (QCT), and difference of dipole moments between the ground and excited states (mu CT). It was found that both substituents and solvents influence electron density shift, i.e. extent of conjugation, and affect intramolecular charge transfer character in the course of excitation.",
publisher = "Elsevier",
journal = "Arabian Journal of Chemistry",
title = "Solvent and substituent effect on intramolecular charge transfer in 5-arylidene-3-substituted-2,4-thiazolidinediones: Experimental and theoretical study",
pages = "5161-5142",
number = "8",
volume = "12",
url = "conv_2358"
}

Rančić, M., Stojiljković, I., Milošević, M., Prlainović, N., Jovanović, M., Milcić, M. K.,& Marinković, A. D.. (2019). Solvent and substituent effect on intramolecular charge transfer in 5-arylidene-3-substituted-2,4-thiazolidinediones: Experimental and theoretical study. in Arabian Journal of Chemistry
Elsevier., 12(8), 5142-5161.
conv_2358

Rančić M, Stojiljković I, Milošević M, Prlainović N, Jovanović M, Milcić MK, Marinković AD. Solvent and substituent effect on intramolecular charge transfer in 5-arylidene-3-substituted-2,4-thiazolidinediones: Experimental and theoretical study. in Arabian Journal of Chemistry. 2019;12(8):5142-5161.
conv_2358 .

Rančić, Milica, Stojiljković, Ivana, Milošević, Milena, Prlainović, Nevena, Jovanović, Maja, Milcić, Miloš K., Marinković, Aleksandar D., "Solvent and substituent effect on intramolecular charge transfer in 5-arylidene-3-substituted-2,4-thiazolidinediones: Experimental and theoretical study" in Arabian Journal of Chemistry, 12, no. 8 (2019):5142-5161,
conv_2358 .

TY  - JOUR
AU  - Prlainović, Nevena
AU  - Rančić, Milica
AU  - Stojiljković, Ivana
AU  - Nikolić, Jasmina B.
AU  - Drmanić, Saša Z.
AU  - Ajaj, Ismail
AU  - Marinković, Aleksandar D.
PY  - 2018
UR  - https://omorika.sfb.bg.ac.rs/handle/123456789/923
AB  - The substituent and solvent effects on solvatochromism in 3-[(4-substituted) phenylamino] isobenzofuran-1(3H)-ones were studied using experimental and theoretical methodologies. The effect of specific and non-specific solvent-solute interactions on the shifts of UV-Vis absorption maxima were evaluated using the Kamlet-Taft and Catalan solvent parameter sets. The experimental results were studied by density functional theory (DT) and time-dependent density functional theory (TD-DFT). The HOMO/LUMO energies (EHOMO/ELUMO) and energy gap (E-gap) values, as well as the mechanism of electronic excitations and the changes in the electron density distribution in both ground and excited states of the investigated molecules were studied by calculation in the gas phase. The electronic excitations were calculated by the TD-DFT method in the solvent methanol. It was found that both substituents and solvents influence the degree of p-electron conjugation of the synthesized molecules and affect the intramolecular charge transfer character.
PB  - Srpsko hemijsko društvo, Beograd
T2  - Journal of the Serbian Chemical Society
T1  - Experimental and theoretical study on solvent and substituent effects on the intramolecular charge transfer in 3-[(4-substituted)phenylamino]isobenzofuran-1( 3H )-ones
EP  - 155
IS  - 2
SP  - 139
VL  - 83
DO  - 10.2298/JSC170408003P
UR  - conv_1333
ER  - 

@article{
author = "Prlainović, Nevena and Rančić, Milica and Stojiljković, Ivana and Nikolić, Jasmina B. and Drmanić, Saša Z. and Ajaj, Ismail and Marinković, Aleksandar D.",
year = "2018",
abstract = "The substituent and solvent effects on solvatochromism in 3-[(4-substituted) phenylamino] isobenzofuran-1(3H)-ones were studied using experimental and theoretical methodologies. The effect of specific and non-specific solvent-solute interactions on the shifts of UV-Vis absorption maxima were evaluated using the Kamlet-Taft and Catalan solvent parameter sets. The experimental results were studied by density functional theory (DT) and time-dependent density functional theory (TD-DFT). The HOMO/LUMO energies (EHOMO/ELUMO) and energy gap (E-gap) values, as well as the mechanism of electronic excitations and the changes in the electron density distribution in both ground and excited states of the investigated molecules were studied by calculation in the gas phase. The electronic excitations were calculated by the TD-DFT method in the solvent methanol. It was found that both substituents and solvents influence the degree of p-electron conjugation of the synthesized molecules and affect the intramolecular charge transfer character.",
publisher = "Srpsko hemijsko društvo, Beograd",
journal = "Journal of the Serbian Chemical Society",
title = "Experimental and theoretical study on solvent and substituent effects on the intramolecular charge transfer in 3-[(4-substituted)phenylamino]isobenzofuran-1( 3H )-ones",
pages = "155-139",
number = "2",
volume = "83",
doi = "10.2298/JSC170408003P",
url = "conv_1333"
}

Prlainović, N., Rančić, M., Stojiljković, I., Nikolić, J. B., Drmanić, S. Z., Ajaj, I.,& Marinković, A. D.. (2018). Experimental and theoretical study on solvent and substituent effects on the intramolecular charge transfer in 3-[(4-substituted)phenylamino]isobenzofuran-1( 3H )-ones. in Journal of the Serbian Chemical Society
Srpsko hemijsko društvo, Beograd., 83(2), 139-155.
https://doi.org/10.2298/JSC170408003P
conv_1333

Prlainović N, Rančić M, Stojiljković I, Nikolić JB, Drmanić SZ, Ajaj I, Marinković AD. Experimental and theoretical study on solvent and substituent effects on the intramolecular charge transfer in 3-[(4-substituted)phenylamino]isobenzofuran-1( 3H )-ones. in Journal of the Serbian Chemical Society. 2018;83(2):139-155.
doi:10.2298/JSC170408003P
conv_1333 .

Prlainović, Nevena, Rančić, Milica, Stojiljković, Ivana, Nikolić, Jasmina B., Drmanić, Saša Z., Ajaj, Ismail, Marinković, Aleksandar D., "Experimental and theoretical study on solvent and substituent effects on the intramolecular charge transfer in 3-[(4-substituted)phenylamino]isobenzofuran-1( 3H )-ones" in Journal of the Serbian Chemical Society, 83, no. 2 (2018):139-155,
https://doi.org/10.2298/JSC170408003P .,
conv_1333 .