Vol 79, No 8 - Abstracts

JSCS Vol 79, No 8

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J. Serb. Chem. Soc. 79 (8) 911–920 (2014)

UDC 547.571+547.361–31:539.196:66.095.252.091.7:541.123; JSCS–4635; doi: 10.2298/JSC140121012H; Original scientific paper

A theoretical investigation on the regioselectivity of the intrAMolecular hetero Diels–Alder and 1,3-dipolar cycloaddition reactions of 2-(vinyloxy)benzaldehyde derivatives

MAHSHID HAMZEHLOUEIAN, SAEID YEGANEGI*, YAGHOUB SARRAFI**,
KAMAL ALIMOHAMMADI*** and MARZIEH SADATSHAHABI**

Department of Chemistry, IslAMic Azad University, Jouybar Branch, Jouybar 47715-195, Iran

*Department of Physical Chemistry, Faculty of Chemistry, University of Mazandaran, Babolsar, Iran

**Department of Organic Chemistry, Faculty of Chemistry, University of Mazandaran, Babolsar, Iran

***Department of Chemistry, Dr. Ali Shariati Branch, University of Farhangian, Sari, Iran

(Received 23 January, revised 5 February, accepted 5 February 2014)

The present paper reports a systematic computational analysis study of the two possible pathways, fused and bridged, for an intrAMolecular hetero Diels–Alder (IMHDA) and an intrAMolecular 1,3-dipolar cycloaddition (IMDCA) of 2-(vinyloxy)benzaldehyde derivatives. The potential energy surface analyses for both reactions are in agreement with the experimental observations. The activation energies associated with the two regioisomeric channels in the IMHDA reaction showed that the bridged product is favored, although in the IMDCA, the most stable transition state results in the fused product. The global electronic properties of the fragments within each molecule were studied to discuss the reactivity patterns and charge transfer direction in the intrAMolecular processes. The asynchronicity of the bond formation and aromaticity of the optimized TSs in the Diels–Alder reaction as well as cycloaddition reaction were evaluated. Finally, the 1H-NMR chemical shifts of the possible regioisomers were calculated using the GIAO method, the values of which for the most stable products were in agreement with the experimental data for both reactions.

Keywords: intrAMolecular hetero Diels–Alder; intrAMolecular 1,3-dipolar cycloaddition; charge transfer; DFT calculation; fragment electrophicity analysis.

Full Article - PDF 273 KB Available OnLine: 03. 03. 2014. Cited by

J. Serb. Chem. Soc. 79 (8) 921–926 (2014)

UDC 547.333’11+547.594.4:542.913:537.5–962; JSCS–4636; doi: 10.2298/JSC140112061M; Short communication

SHORT COMMUNICATION

K-10 clay as a reusable catalyst for the solvent-free, MW-induced synthesis of enAMinones

OMID MARVI, MASOUD GIAHI*, POURAN PUR AYUB and MOHAMMAD NIKPASAND**

Department of Chemistry, Faculty of Science, PayAM Noor University (PNU), P. O. Box 19395-3697, Tehran, Iran

*Department of Chemistry, Faculty of Science, IslAMic Azad University, Lahijan Branch, Lahijan, Iran

**Department of Chemistry, Rasht Branch, IslAMic Azad University, Rasht, Iran

(Received 26 January, revised 14 May, accepted 3 June 2014)

A series of β-AMino-α,β-unsaturated ketones and esters were synthesized in good to excellent yields from the reaction of different AMines with 1,3-dicarbonyl compounds in solvent-free media using montmorillonite K-10 clay as a solid recyclable heterogeneous acidic catalyst and microwave irradiation.

Keywords: montmorillonite K-10 clay; β-AMino-α,β-unsaturated esters and ketones; solvent-free; microwave.

Full Article - PDF 203 KB KB Supplementary Material PDF 107 KB Available OnLine: 05. 06. 2014. Cited by

J. Serb. Chem. Soc. 79 (8) 927–939 (2014)

UDC 637.3.004.12+66.061.3:913(495.6); JSCS–4637; doi: 10.2298/JSC130917135S; Original scientific paper

Characterization of volatiles in Beaten cheeses “Bieno sirenje” by SPME/GC-MS: Influence of geographical origin

ERHAN SULEJMANI*,**, VESNA RAFAJLOVSKA*** and ONUR GUNESER**

*Department of Food Technology, State University of Tetova, 1200 Tetovo, FYR Macedonia, **Department of Food Engineering, Canakkale Onsekiz Mart University, 17020 Canakkale, Turkey

***Department of Food Technology and Biotechnology – Skopje, Ss. Cyril and Methodius University,1000 Skopje, FYR Macedonia

(Received 17 September, revised 17 November, accepted 18 November 2013)

In this study, the volatile profiles of an economically important type of cheeses for the FYR Macedonian dairy sector were characterized. A total of eighteen sAMples belonging to 6 different geographical regions of Beaten cheese, including cheeses from Kumanovo, Tetovo, Struga, Resen, Veles and Radoviš, were comparatively studied for their volatile profiles. Sixty one volatile compounds were identified in the cheeses by solid-phase micro-extraction combined with gas chromatography–mass spectrometry. The results are discussed based on their chemical classes (17 esters, 9 ketones, 10 acids, 8 alcohols, 6 terpenes and 11 miscellaneous compounds). Acids, esters and alcohols were the most abundant classes identified and were highly dependent on the geographical origin of the cheeses. Beaten cheese from Struga had the highest levels of carboxylic acids, ketones, alcohols, esters and terpenes. The Beaten cheese of other geographical origin had low levels of volatiles, probably due to the effects of the variable characteristics of the employed milk and differences in the cheese making processes, which affected the biochemical processes. The results suggested that each cheese from different geographical regions had a different volatiles profile and that the manufacturing technique and the ripening stage of the cheeses played major roles in determining the distribution of the volatile compounds.

Keywords: Beaten cheese; geographical regions; volatile compounds; SPME; GC–MS.

Full Article - PDF 187 KB Available OnLine: 17. 11. 2013. Cited by

J. Serb. Chem. Soc. 79 (8) 941–952 (2014)

UDC 546.723+547.828+547.44:542.913; JSCS–4638; doi: 10.2298/JSC131028005T; Original scientific paper

Synthesis and characterization of m-hydroxido- and m-polycarboxylato-bridged iron(III) complexes with 2,2′-bipyridine

NIKOLA TASIĆ, JELENA ROGAN*, DEJAN POLETI*, LIDIJA RADOVANOVIĆ*and GORAN BRANKOVIĆ

Department of Materials Science, Institute for Multidisciplinary Research, University of Belgrade, Kneza Višeslava 1, 11030 Belgrade, Serbia

*Department of General and Inorganic Chemistry, Faculty of Technology and Metallurgy, University of Belgrade, Karnegijeva 4, 11120 Belgrade, Serbia

(Received 28 October 2013, revised 10 January, accepted 17 January 2014)

Four novel polymeric iron(III) complexes with 2,2′-bipyridine (bipy) and different aromatic polycarboxylato ligands as anions of phthalic (pht), isophthalic (ipht), terephthalic (tpht) and pyromellitic (pyr) acid were synthesized by ligand exchange reaction. The complexes were characterized by elemental and TG/DSC analysis, FTIR and diffuse reflectance UV–Vis–NIR spectroscopy and magnetic susceptibility measurements. Based on the analytical and spectral data, the formulae of the complexes were {[Fe4(bipy)2 (H2O)2(OH)6(pht)3]·2H2O}n (1), {[Fe4(bipy)2(Hipht)2(ipht)2(OH)6]·4H2O}n (2), {[Fe4(bipy)2(Htpht)2(OH)6(tpht)2]·4H2O}n (3) and {[Fe4(bipy)(H2O)8(OH)4(pyr)2]·H2O}n (4). All complexes were red brown and low-spin with a distorted octahedral geometry with FeO6 or FeN2O4 chromophores. The polycarboxylato ligands played a bridging role in all cases, whereas monodentate COO groups were present in 2 and 3, while bridging and chelate COO groups were established in 1 and 4. The thermal behaviours of 1–4 were investigated in detail and the molar dehydration enthalpies were calculated. According to the all those results, the structural formulae of complexes 1–4 were proposed.

Keywords: mixed ligand complexes; iron(III); 2,2′-bipyridine; polycarboxylato ligands; Fe2(OH)24+ dimer.

Full Article - PDF 2,540 KB Available OnLine: 21. 01. 2014. Cited by

J. Serb. Chem. Soc. 79 (8) 953–964 (2014)

UDC 546.712’732’742+547.442.3+542.913:576+615.9; JSCS–4639; doi: 10.2298/JSC130813134O; Original scientific paper

Synthesis, characterization and cytotoxicity of mixed ligand Mn(II), Co(II) and Ni(II) complexes

SOUAD A. OSMAN, HANAN A. MOUSA*, HISHAM ABDALLAH A. YOSEF, TAGHRID S. HAFEZ, ABDALLAH A. EL-SAWY**, MOHAMED M. ABDALLAH*** and ASHRAF S. HASSAN

Department of Organometallic and Organometalloid Chemistry, National Research Centre, El-Behoos Street, Dokki, P. O. Box 12622, Cairo, Egypt

*Department of Inorganic Chemistry, National Research Centre, El-Behoos Street, Dokki, P. O. Box 12622, Cairo, Egypt

**Chemistry Department, Faculty of Science, Benha University, Benha, Egypt

***Univet Pharmaceuticals Ltd, Balteem, Egypt

(Received 13 August, revised 31 October, accepted 15 November 2013)

Complexes of the type [ML′L(OH)(H2O)], where M = Ni(II), Co(II) or Mn(II), L′ = isatin and HL = 3-(2-phenylhydrazono)acetylacetone, 3-(2-(4-chlorophenyl)hydrazono)acetylacetone or 3-(2-(4-bromophenyl)hydrazono)acetylacetone, were synthesized by equimolar reaction of a metal(II) chloride with isatin and a 3-(2-arylhydrazono)acetylacetone. The resulting complexes were characterized by elemental analyses, molar conductivity, spectral data (IR and mass spectrometry) and magnetic moments. Furthermore, the ligands and their metal complexes were screened for their cytotoxicity against different human cancer cell lines using the sulforhodAMine B (SRB) assay. The results showed that most of the mixed ligand metal complexes have high cytotoxicity in comparison with the reference drugs used.

Keywords: 3-(2-arylhydrazono)acetylacetone; isatin; transition metals; mixed ligands; cytotoxicity.

Full Article - PDF 191 KB Supplementary Material PDF 141 KB Available OnLine: 17. 11. 2013. Cited by

J. Serb. Chem. Soc. 79 (8) 965–975 (2014)

UDC 54–13–72:546.131+547.621:514.742+511.13:544.341.3; JSCS–4640, doi: 10.2298/JSC130611152J; Original scientific paper

QSPR study on the gas/particle partition coefficient of polychlorinated biphenyls using the molecular distance-edge vector index

LONG JIAO*,**, XIAOFEI WANG*, HUA LI** and YUNXIA WANG**

*College of Chemistry and Chemical Engineering, Xi’an Shiyou University, Xi’an 710065, P. R. China

**College of Chemistry and Materials Science, Northwest University, Xi’an 710069, P. R. China

(Received 27 November, accepted 12 December 2013)

The quantitative structure property relationship (QSPR) for the gas/particle partition coefficient, Kp, of polychlorinated biphenyls (PCBs) was investigated. Molecular distance-edge vector (MDEV) index was used as the structural descriptor of the PCBs. The quantitative relationship between the MDEV index and log Kp was modeled by multivariate linear regression (MLR) and artificial neural network (ANN), respectively. The leave-one-out cross validation and external validation were performed to assess the prediction ability of the developed models. When the MLR method was used, the root mean square relative error (RMSRE) of the prediction for the leave-one-out cross validation and external validation were 4.72 and 8.62, respectively. When the ANN method was employed, the prediction RMSRE of the leave-one-out cross validation and the external validation were 3.87 and 7.47, respectively. It was demonstrated that the developed models are practicable for predicting the Kp of PCBs. The MDEV index was shown to be quantitatively related to the Kp of PCBs.

Keywords: QSPR; PCBs; gas/particle partition coefficient; molecular distance-edge vector index; artificial neural network

Full Article - PDF 229 KB Available OnLine: 27. 12. 2013. Cited by

J. Serb. Chem. Soc. 79 (8) 977–991 (2014)

UDC 667.281+66.094.3+546.72’824–31+54–732:621.021.1/.4; JSCS–4641; doi:10.2298/JSC131001143N; Original scientific paper

Fenton-like oxidation of an azo dye using mesoporous Fe/TiO₂ catalysts prepared by a microwave-assisted hydrothermal process

JELENA NEŠIĆ, DRAGAN D. MANOJLOVIĆ*, MILICA JOVIĆ, BILJANA P. DOJČINOVIĆ**, PREDRAG J. VULIĆ***, JUGOSLAV KRSTIĆ**** and GORAN M. ROGLIĆ*

Innovation Center of the Faculty of Chemistry, University of Belgrade, Studentski trg 12, 11000 Belgrade, Serbia

*Faculty of Chemistry, University of Belgrade, Studentski trg 12, Belgrade, Serbia

**Institute of Chemistry, Technology and Metallurgy, Center of Chemistry, University of Belgrade, Njegoševa 12, 11000 Belgrade, Serbia

***Laboratory of Crystallography, Faculty of Mining and Geology, University of Belgrade, Đušina 7, 11000 Belgrade, Serbia

****Institute of Chemistry, Technology and Metallurgy, Department of Catalysis and Chemical Engineering, University of Belgrade, Njegoševa 12, 11000 Belgrade, Serbia

(Received 1 October, revised 20 November, accepted 21 November 2013)

Abstract: Fe-doped TiO2 photocatalysts with different contents of Fe (0.5, 1.6, 3.4 and 6.4 %) were synthesized by a microwave-hydrothermal method and characterized by X-ray diffraction analysis, N2 physisorption at 77 K and UV–Vis spectrometry. The characterization showed that the Fe ions were highly dispersed in the TiO2 lattice. It was found that all the synthesized catalysts had a mesoporous structure and that Fe-doping increased the BET surface area. The UV–Vis study showed that the absorption spectra were shifted to longer wavelengths (red shift) with increasing dopant concentration. The photocatalytic activity of the sAMples was evaluated by the decolorization of the textile dye Reactive Blue 52 (RB) in aqueous solutions under sun-like radiation in the presence of H2O2 (a heterogeneous photo-Fenton process). The photocatalyst with 3.4 % Fe was found to be the most efficient in the presence of H2O2. The effect of the initial pH of the dye solution was assessed and dissolution of iron ions was studied as a function of pH value. It was concluded that decolorization was more favorable in acidic pH, and that at pH values >4, the release of Fe ions into the solution was negligible. Photocatalytic degradation of 4-chlorophenol (4-CP) was investigated under the optimal conditions and it was shown that the catalyst was capable of degrading colorless pollutants.

Keywords: Fe/TiO2; heterogeneous photo-Fenton; Reactive Blue 52; 4-chlorophenol.

Full Article - PDF 589 KB Available OnLine: 22. 11. 2013. Cited by

J. Serb. Chem. Soc. 79 (8) 993–1005 (2014)

UDC 66.087+546.815:548.7+621.397.3+621.385.833; JSCS–4642; doi: 10.2298/JSC131211006N; Original scientific paper

Effect of the orientation of the initially formed grains on the final morphology of electrodeposited lead

NEBOJŠA D. NIKOLIĆ*, KONSTANTIN I. POPOV*,** EVICA R. IVANOVIĆ*** and GORAN BRANKOVIĆ****

*ICTM – Institute of Electrochemistry, University of Belgrade, Njegoševa 12, P. O. Box 473, 11001 Belgrade

**Faculty of Technology and Metallurgy, University of Belgrade, Karnegijeva 4, P. O. Box 3503, 11001 Belgrade

***Faculty of Agriculture, University of Belgrade, Nemanjina 6, Belgrade-Zemun

****Institute for Multidisciplinary Research, University of Belgrade, Kneza Višeslava 1a, Belgrade, Serbia

(Received 11 December 2013, revised 20 January, accepted 21 January 2014)

The processes of Pb electrodeposition under diffusion control were exAMined by scanning electron microscopy (SEM) of the formed crystals. The orientation of grains of hexagonal shape formed in the initial stage of electrodeposition strongly affected the final morphology of the Pb crystals. The formation of Pb crystals of the different shape from the sAMe initial shape was discussed in terms of the effect of orientation of initially formed grains on the type of diffusion control. A spherical diffusion layer was formed around the tip of the hexagonal-shaped grain oriented with its tip towards the bulk solution that led to the formation of elongated crystals in the growth process. On the other hand, a cylindrical type of diffusion was responsible for the growth of hexagonal-shaped grains oriented with the lateral side towards the bulk solution. Pb crystals with well-defined sides parallel to the surface area of the macroelectrode were formed under this type of diffusion.

Keywords: electrodeposition; lead; crystal; spherical diffusion; cylindrical diffusion; scanning electron microscope (SEM).

Full Article - PDF 301 KB Available OnLine: 20. 01. 2014. Cited by

J. Serb. Chem. Soc. 79 (8) 1007–1017 (2014)

UDC 546.623’21–31+542.913:66.017+539.24; JSCS–4643; doi: 10.2298/JSC130903007A; Original scientific paper

Synthesis of micro–mesopores flower-like γ-Al2O3 nano-architectures

MOZAFFAR ABDOLLAHIFAR, MOHAMMAD REZA ZAMANI*, EHSAN BEIYGIE* and HOSAIN NEKOUEI**

Department of Chemical Engineering, Science and Research Branch, IslAMic Azad University, Kermanshah 67131, Iran

*Young Researchers’ Club, Shahreza Branch, IslAMic Azad University, Shahreza 86131, Iran

**Department of Industry, University of Applied Science and Technology, Larestan Branch, Larestan 74311, Iran

(Received 3 September 2013, revised 20 January, accepted 21 January 2014)

Micro–mesopores flowerlike γ-Al2O3 nano-architectures were synthesized by a thermal decomposition method using synthesized AlOOH (boehmite) as a precursor. After calcination at 500 °C for 5 h, the obtained flower-like γ-Al2O3 had a structure similar to that of the AlOOH precursor.
X-Ray diffraction (XRD), FTIR, TG, FESEM and TEM techniques were used to characterize morphology and structure of the synthesized sAMples. The specific surface area (BET), pore volume and pore-size distribution of the products were determined by N2 adsorption–desorption measurements. The flower-like γ-Al2O3 showed a high BET specific surface area of 148 m2 g-1 with a total pore volume of 0.59 cm3 g-1.

Keywords: γ-Al2O3; micro–mesopores; nano-architecture; flower-like.

Full Article - PDF 502 KB Available OnLine: 30. 12. 2013. Cited by

J. Serb. Chem. Soc. 79 (8) 1019–1036 (2014)

UDC 628.336+628.193:546.47/.49’56’815:628.316.12:519.23(498); JSCS–4644; doi: 10.2298/JSC130501086L; Original scientific paper

Assessment of contAMination and origin of metals in mining affected river sediments: a case study of the Aries River catchment, Romania

ERIKA LEVEI, MICHAELA PONTA*, MARIN SENILA, MIRELA MICLEAN and TIBERIU FRENTIU*

INCDO-INOE 2000, Research Institute for Analytical Instrumentation, 67 Donath, 400293, Cluj-Napoca, Romania

*Faculty of Chemistry and Chemical Engineering, Babes-Bolyai University, 11 Arany Janos, 400028, Cluj-Napoca, Romania

(Received 1 May, revised 5 August, accepted 24 August 2013)

The study presents the current status of contAMination with metals (Cu, Cr, Cd, Pb, Ni, Zn and As) and their anthropogenic or natural origin in the sediments of the Aries River Basin, Romania, affected by mining activities. The results indicated an enrichment of metals in the sediments. Different contAMination levels of the Aries River and its tributaries were identified. According to sediment quality guidelines and contAMination indices, the sediments from the Aries River were found to be highly contAMinated with Cd, Cu and As, considerably with Zn and moderately with Pb and Ni. The right-bank tributaries were found to be more contAMinated than the left-bank effluents, where only contAMination with As of geogenic origin was identified. Principal Component Analysis enabled the identification of five latent factors (86 % total variability), reflecting the anthropogenic and natural origins of the metals. Arsenic, Cd and partially Pb were found to have a common anthropogenic origin, different from that of Cu. The statistical approach indicated also the geogenic origin of Pb due to its association with Ca, K, Na and Sr. Chromium and Ni were attributed to natural sources through their association with Mn, Fe, Al and Mg.

Keywords: river sediment; sediment quality guideline; contAMination index; multivariate statistics.

Full Article - PDF 534 KB Available OnLine: 29. 08. 2013. Cited by

J. Serb. Chem. Soc. 79 (8) 1037–1049 (2014)

UDC 544.726+66.081:546.562+546.472+546.131+54–145.2; JSCS–4645; doi: 10.2298/JSC130911033K; Original scientific paper

Sorption recovery of copper(II) and zinc(II) from aqueous chloride solutions

OLGA N. KONONOVA, MARINA A. KUZNETSOVA, ALEXEY M. MEL’NIKOV, NATALIYA S. KARPLYAKOVA and YURY S. KONONOV

Institute of Non-Ferrous Metals and Material Science, Siberian Federal University, 660041 Krasnoyarsk, Svobodny Pr. 79, Russian Federation

*Institute of Chemistry and Chemical Technology, Siberian Department of the Russian Academy of Sciences, 660036 Krasnoyarsk, Akademgorodok 50/24, Russian Federation

(Received 11 September 2013, revised 31 March, accepted 1 April 2014)

The present investigation was devoted to the simultaneous sorption recovery of copper(II) and zinc(II) ions on some commercial anion exchangers with different physico-chemical properties. The initial concentrations of zinc and copper were 1–3 mmol L-1 and the recovery was performed in 0.01 and 2 M hydrochloric acid solutions. It was shown that the investigated anion exchangers possess good sorption and kinetic properties. After the recovery of copper and zinc from the strongly acidic solutions, their selective elution was realized by means of 2 M hydrochloric acid solution (zinc recovery) and 2 M AMmonia solution (copper recovery). In the weakly acidic solutions, copper and zinc were separated during sorption, as zinc sorption did not proceed in this case. The subsequent copper(II) elution was performed using 2 M AMmonia solution. The anion exchangers Purolite S985, Purolite A500 and AM-2B could be recommended for zinc and copper recovery from acidic industrial solutions and wastewater.

Keywords: anion exchange; copper; zinc; anion exchangers; hydrochloric acidic solutions.

Full Article - PDF 201 KB Available OnLine: 01. 04. 2014. Cited by

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