Alireza Pourali

Associate Professor of Organic Chemistry

  • TEL: +98-23-3522-0095
  • Google Scholar
  • Teaching

    • Organic Chemistry Lab. I
    • Organic Chemistry 3
    • Organic Chemistry I
    • Advanced heterocyclic chemistry (Ph.D. course)
    • Principles of biochemistry

    Selected Publications

    Bamoniri, A., Pourali, A.R., Nazifi, S.M.R. Polymer/HIO4: An efficient catalyst for solvent-free synthesis of 2-naphthol azo dyes (2014) Iranian Journal of Catalysis, 4 (4), pp. 261-265.

    A convenient, one-pot method for the synthesis of diazonium salt has been developed by the sequential diazotization of aromatic amines with NaNO2, polymer- supported periodic acid (PPIA) and 2-naphthole under solvent-free conditions at room temperature. By using this method, several types of aromatic amine, containing electron-withdrawing and electron-donating groups, were rapidly converted to the corresponding azo dyes in good to excellent yields. The ensuing aryl diazonium salts supported on polymer (aryl diazonium polymer), ArN2 +IO4 - were sufficiently stable to be kept at room temperature in the dry state. The use of mild reaction conditions and an inexpensive procedure are further advantages of this method. © 2014 Islamic Azad University.

    AUTHOR KEYWORDS: Azo dye; Diazotization; Polymer-supported periodic acid; Solvent-free condition
    PUBLISHER: Islamic Azad University

    Bahrami-Nasab, S., Nazifi, S.M.R., Pourali, A.R. Efficient and direct iodination of alkyl benzenes using polymer/HIO4 and I2 under mild condition (2014) Bulletin of the Chemical Society of Ethiopia, 28 (2), pp. 305-308.

    DOI: 10.4314/bcse.v28i2.15

    An efficient and rapid method has been found for the iodination of aromatic compounds using iodine and polymer-supported periodic acid (PSPIA) as an oxidant under mild aprotic conditions. The reagent after the completion of the reaction was easily removed by filtration and was regenerated for further use. This method has some advantages such as: mild reaction conditions, straight forward procedure, inexpensive method, high yields and one-pot conversion. © 2014 Chemical Society of Ethiopia.

    AUTHOR KEYWORDS: Iodination; Iodine; Oxidant; Polymer-supported periodic acid
    PUBLISHER: Chemical Society of Ethiopia

    Behbahani, M., Tapeh, N.A.G., Mahyari, M., Pourali, A.R., Amin, B.G., Shaabani, A. Monitoring of trace amounts of heavy metals in different food and water samples by flame atomic absorption spectrophotometer after preconcentration by amine-functionalized graphene nanosheet (2014) Environmental Monitoring and Assessment, 186 (11), pp. 7245-7257.

    DOI: 10.1007/s10661-014-3924-1

    We are introducing graphene oxide modified with amine groups as a new solid phase for extraction of heavy metal ions including cadmium(II), copper(II), nickel(II), zinc(II), and lead(II). Effects of pH value, flow rates, type, concentration, and volume of the eluent, breakthrough volume, and the effect of potentially interfering ions were studied. Under optimized conditions, the extraction efficiency is >97 %, the limit of detections are 0.03, 0.05, 0.2, 0.1, and 1 μg L−1 for the ions of cadmium, copper, nickel, zinc, and lead, respectively, and the adsorption capacities for these ions are 178, 142, 110, 125, and 210 mg g−1. The amino-functionalized graphene oxide was characterized by thermogravimetric analysis, transmission electron microscopy, scanning electron microscopy, and Fourier transform infrared spectrometry. The proposed method was successfully applied in the analysis of environmental water and food samples. Good spiked recoveries over the range of 95.8–100.0 % were obtained. This work not only proposes a useful method for sample preconcentration but also reveals the great potential of modified graphene as an excellent sorbent material in analytical processes. © 2014, Springer International Publishing Switzerland.

    AUTHOR KEYWORDS: Amine-functionalized graphene oxide; Food and water samples; Heavy metals; Preconcentration; Solid phase extraction
    INDEX KEYWORDS: Cadmium; Cadmium compounds; Chemical contamination; Chemical detection; Chemicals removal (water treatment); Copper; Fourier transform infrared spectroscopy; Graphene; Heavy metals; Metal ions; Nickel; Phase separation; Scanning electron microscopy; Thermogravimetric analysis; Trace elements; Transmission electron microscopy; Water absorption; Zinc; Zinc compounds, Extraction efficiencies; Flame atomic absorption spectrophotometer; Fourier transform infrared spectrometry; Functionalized graphene; Pre-concentration; Sample preconcentration; Solid-phase extraction; Water samples, Extraction, cadmium; copper; graphene oxide; heavy metal; lead; nickel; sorbent; zinc; cadmium; copper; graphite; heavy metal; nickel; pollutant; water pollutant, adsorption; atomic absorption spectroscopy; chemical analysis; concentration (composition); extraction method; food; heavy metal; oxide; water, Article; atomic absorption spectrometry; concentration (parameters); controlled study; flow rate; food analysis; heavy metal removal; infrared spectroscopy; limit of detection; metal extraction; pH; pollution monitoring; process optimization; scanning electron microscopy; solid phase extraction; thermogravimetry; transmission electron microscopy; water sampling; analysis; chemistry; environmental monitoring; food contamination; pollutant; procedures; solid phase extraction; statistics and numerical data; water pollutant, Cadmium; Copper; Environmental Monitoring; Environmental Pollutants; Food Analysis; Food Contamination; Graphite; Metals, Heavy; Microscopy, Electron, Transmission; Nickel; Solid Phase Extraction; Spectrophotometry, Atomic; Water Pollutants, Chemical
    PUBLISHER: Kluwer Academic Publishers

    Bahrami-Nasab, S., Pourali, A.R., Mohamad Reza Nazifi, S. Direct Iodination of Aromatic Compounds by Using Polymer-Supported Dichloroiodate as an Efficient Reagent under Mild Conditions (2014) National Academy Science Letters, 38 (1), pp. 45-48.

    DOI: 10.1007/s40009-014-0292-x

    A new polymeric reagent was prepared by supporting dichloroiodate on poly (1,4-phenylene-2,5-pyridine dicarboxylamide). This polymeric reagent was used for the direct iodination of arenes under mild aprotic conditions. © 2014, The National Academy of Sciences, India.

    AUTHOR KEYWORDS: Aprotic conditions; Dichloroiodate; Iodination; Polymer supported
    PUBLISHER: Springer India

    Moosavi-Zare, A.R., Zolfigol, M.A., Farahmand, S., Zare, A., Pourali, A.R., Ayazi-Nasrabadi, R. Synthesis of 2,4,6-triarylpyridines using ZrOCl2 under solvent-free conditions (2014) Synlett, 25 (2), art. no. ST-2013-D0705-L, pp. 193-196.

    DOI: 10.1055/s-0033-1340088

    An efficient procedure for the synthesis of 2,4,6-triarylpyridines (Kröhnke pyridines) by the one-pot multicomponent condensation of aldehydes (1 equiv) with acetophenones (2 equiv) and ammonium acetate (1.2 equiv) in the presence of catalytic amounts of oxozirconium(IV) chloride (ZrOCl2) under solvent-free conditions is described. In this work, four products have been reported for the first time. Easy work-up, simple methodology, clean reaction and reusability of the catalyst are some advantages of this work. © Georg Thieme Verlag Stuttgart New York.

    AUTHOR KEYWORDS: Kröhnke pyridine; multicomponent reactions; pyridine; solvent-free; zirconium
    INDEX KEYWORDS: 2,4,6 triarylpyridine derivative; 2,4,6 tris(4 chlorophenyl)pyridine; 2,6 bis(4 chlorophenyl) 4 (4 nitrophenyl)pyridine; 4 (2 chlorophenyl) 2,6 bis(4 methoxyphenyl)pyridine; 4 (4 chlorophenyl) 2,6 bis(4 nitrophenyl)pyridine; acetophenone derivative; aldehyde; ammonium acetate; oxozirconium chloride; pyridine derivative; unclassified drug; zirconium derivative, article; catalysis; catalyst; drug structure; drug synthesis; one pot synthesis; polymerization

    Bamoniri, A., Pourali, A.R., Nazifi, S.M.R. Facile synthesis of 1-naphthol azo dyes with nano Sio2/Hio4 under solvent-free conditions (2013) Bulletin of the Chemical Society of Ethiopia, 27 (3), pp. 439-445.

    DOI: 10.4314/bcse.v27i3.13

    Nano-silica supported periodic acid (nano-SPIA) has been utilized as a heterogeneous reagent for a highly efficient and one pot synthesis of azo dyes based on 1-naphthol under solvent-free conditions at room temperature. This method has some advantages, the reaction workup is very easy and the catalyst can be easily separated from the reaction mixture and one-pot procedure. The related products have been obtained in good to excellent yields, high purity and short reaction times. The structures of the products have been characterized by several techniques using UV-Vis, FT-IR, 1H NMR, 13C NMR and mass spectra. © 2013 Chemical Society of Ethiopia.

    AUTHOR KEYWORDS: Azo dyes; Diazotization; Nano silica; Periodic acid; Solvent-free

    Behbahani, M., Barati, M., Bojdi, M.K., Pourali, A.R., Bagheri, A., Tapeh, N.A.G. A nanosized cadmium(II)-imprinted polymer for use in selective trace determination of cadmium in complex matrices (2013) Microchimica Acta, 180 (11-12), pp. 1117-1125.

    DOI: 10.1007/s00604-013-1036-1

    We describe a nanosized Cd(II)-imprinted polymer that was prepared from 4-vinyl pyridine (the functional monomer), ethyleneglycol dimethacrylate (the cross-linker), 2,2′-azobisisobutyronitrile (the radical initiator), neocuproine (the ligand), and Cd(II) (the template ion) by precipitation polymerization in acetonitrile as the solvent. The imprinted polymer was characterized by X-ray diffraction, thermogravimetric analysis, differential thermal analysis, and scanning electron microscopy. The maximum adsorption capacity of the nanosized sorbent was calculated to be 64 mg g-1. Cadmium(II) was then quantified by FAAS. The relative standard deviation and limit of detection are 4.2 % and 0.2 μg L-1, respectively. The imprinted polymer displays improve selectivity for Cd(II) ions over a range of competing metal ions with the same charge and similar ionic radius. This nanosized sorbent is an efficient solid phase for selective extraction and preconcentration of Cd(II) in complex matrices. The method was successfully applied to the trace determination of Cd(II) in food and water samples. ©2013 Springer-Verlag Wien.

    AUTHOR KEYWORDS: Cadmium; Ion imprinted polymer; Nanosized; Precipitation polymerization; Selective preconcentration

    Pourali, A.R., Ghayeni, S., Afghahi, F. Efficient and regioselective ring-opening of epoxides with alcohols and sodium azide by using catalytic amounts of gacl3/polyvinylpyrrolidone (2013) Bulletin of the Korean Chemical Society, 34 (6), pp. 1741-1744.

    DOI: 10.5012/bkcs.2013.34.6.1741

    A new polymeric catalyst was prepared by supporting GaCl3 on cross-linked polyvinylpyrrolidone (GaCl3/ PVP). This catalyst was employed for efficient and regioselective ring-opening reaction of epoxides by various alcohols under solvent-free conditions at room temperature. In our procedure, this heterogeneous catalyst was used at neutral and mild reaction conditions to afford high yields of β-alkoxy alcohols. Also, regioselective conversion of epoxides to β-azidohydrines was accomplished by sodium azide in MeOH in the presence of GaCl3/PVP at room temperature. GaCl3/PVP is a non-hygroscopic and recoverable catalyst and is easily separated from reaction mixture by a simple filtration and re-used repeatedly. Also, this catalyst has good handling and can be stored for long time without any reducing of its reactivity.

    AUTHOR KEYWORDS: Alcohol; Epoxide; Gallium trichloride; Ring-opening; Sodium azide
    INDEX KEYWORDS: Epoxide; Gallium trichloride; Heterogeneous catalyst; Mild reaction conditions; Regioselective conversion; Ring opening; Sodium azide; Solvent free conditions, Alcohols; Regioselectivity; Sodium, Catalysts

    Zolfigol, M.A., Pourali, A.R., Sajjadifar, S., Farahmand, S. Preparative method of novel phthalocyanines from 3- nitro phthalic anhydride, cobalt salt and urea with chloromethylpolyestyrene as a heterogenous, reusable and efficient catalyst (2012) Der Pharma Chemica, 4 (4), pp. 1397-1403.

    3-Nitrophthalic anhydride was reacted with urea and cobalt salt in nitrobenzene under N2 at 185°C and cobalttetraanitrophthalocyanine (CoTNP) was produced. Cobalt-tetraaminophthalocyanine (CoTAP) was produced by reduction of CoTNP caused by Sodium borohydride under N2(g). CoTAP and chloromethylpolystyrene was refluxed in nitrobenzene or DMF at 180°C for 12h. The mixture was cooled down to reach the room temperature and then solvent removed and the resulting precipitate was washed with water to remove excess CoTAP, and dried it to get a light green solid (CoTAP-linked-polymer).

    AUTHOR KEYWORDS: Cobaltetraminophthalocyanine; CoTAP; Phthalocyanines; Phthalocyanines linked polymer
    INDEX KEYWORDS: 3 nitronaphthalic anhydride; chemical compound; chloromethylpolyestyrene; cobalt derivative; nitrobenzene; phthalocyanine derivative; polymer; sodium borohydride; solvent; tetraaminotrophthalocyanine; tetraanitrophthalocyanine; unclassified drug; urea; water, article; catalyst; chemical reaction; chemical structure; controlled study; cooling; room temperature

    Bamoniri, A., Pourali, A.R., Nazifi, S.M.R. Solvent-free synthesis and characterization of antibacterial azo dyes in the presence of Bronsted-acid ionic liquid as a green catalyst (2012) Iranian Journal of Catalysis, 2 (4), pp. 185-189.

    A convenient and efficient direct protocol for the preparation of antibacterial azo dyes by the reaction of 2-naphthol with aromatic amines in the presence of catalytic amount of N-methyl-2-pyrrolidonium hydrogen sulfate ([H-NMP]HSO4) was carried out under solvent free conditions. This method has some advantages such as: easy work-up and easy separation of catalyst from the reaction mixture. The in vitro antibacterial activities of some compounds were studied using gram positive and negative microorganisms. © 2012, Islamic Azad University.

    AUTHOR KEYWORDS: 2-Naphthol; Antibacterial; Azo dyes; Bronsted acid; Ionic liquid
    PUBLISHER: Islamic Azad University

    Akhlaghinia, B., Pourali, A.-R., Rahmani, M. Efficient and novel method for thiocyanation of aromatic compounds using trichloroisocyanuric acid/ammonium thiocyanate/wet SiO 2 (2012) Synthetic Communications, 42 (8), pp. 1184-1191.

    DOI: 10.1080/00397911.2010.537424

    An efficient and novel method for thiocyanation of aromatic and heteroaromatic compounds using trichloroisocyanuric acid/ammonium thiocyanate/wet SiO 2 is described. Copyright © Taylor & Francis Group, LLC.

    AUTHOR KEYWORDS: Aromatic; Thiocyanation; Trichloroisocyanuric acid; Wet SiO 2
    INDEX KEYWORDS: aromatic compound; cyanuric acid; heterocyclic compound; silicon dioxide; symclosene; thiocyanate ammonium; thiocyanic acid derivative; unclassified drug, article; chemical structure; cyanation; infrared spectroscopy; proton nuclear magnetic resonance; reaction time; room temperature; thiocyanation

    Zakavi, S., Abasi, A., Pourali, A.R., Talebzadeh, S. Metalloporphyrin-catalyzed chemoselective oxidation of sulfides with polyvinylpyrrolidone-supported hydrogen peroxide: A simple catalytic system for selective oxidation of sulfides to sulfoxides (2012) Bulletin of the Korean Chemical Society, 33 (1), pp. 35-38.

    DOI: 10.5012/bkcs.2012.33.1.35

    Room temperature oxidation of organic sulfides with polyvinylpyrrolidone- supported hydrogen peroxide (PVP-H2O2) in the presence of Mn(III) complexes of meso-tetraphenylporphyrin, Mn(TPP)X (X = OCN, SCN, OAc, Cl) and imidazole (ImH) leads to the highly chemoselective (ca. 90%) oxidation of sulfides to the corresponding sulfoxide. The efficiency of reaction has been shown to be influenced by different reaction parameters such as the nature of counterion (X) and solvent as well as the molar ratio of reactants. Using Mn(TPP)OCN and ImH in 1:15 molar ratio and acetone as the solvent leads to the efficient oxidation of different sulfides.

    AUTHOR KEYWORDS: Mn(III)-meso-tetraphenylporphyrin; Oxidation of sulfides; Sulfoxide
    INDEX KEYWORDS: Acetone; Catalytic oxidation; Chlorine compounds; Hydrogen peroxide; Manganese; Peroxides; Sulfur compounds, Chemoselective oxidation; Efficiency of reaction; Mn-meso-tetraphenylporphyrin(III); Oxidation of sulfides; Poly vinyl pyrrolidone; Room temperature oxidation; Sulfoxide; Tetraphenyl porphyrins, Oxidation
    PUBLISHER: Korean Chemical Society

    Pourali, A.R., Tabaean, M., Nazifi, S.M.R. A novel and selective oxidation of benzylic alcohols with polymer-supported periodic acid under mild aprotic conditions (2012) Chinese Chemical Letters, 23 (1), pp. 21-24.

    DOI: 10.1016/j.cclet.2011.07.022

    A new polymeric oxidizing reagent was prepared by supporting periodic acid on poly(1,4-phenylene-2,5-pyridine dicarboxyamide). This polymeric reagent was used for the selective oxidation of primary benzylic alcohols to the corresponding benzaldehydes in CH3CN at reflux conditions. Excellent selectivity was observed between primary benzyl alcohols and secondary ones as well as non-benzylic alcohols in the oxidation reactions. Allylic alcohols were also converted to the corresponding aldehydes with good yields. © 2011 Ali Reza Pourali.

    AUTHOR KEYWORDS: Benzylic alcohol; Oxidation; Periodate; Polymer-supported reagent

    Pourali, A.R., Goli, A. Nitration of phenolic compounds and oxidation of hydroquinones using tetrabutylammonium chromate and dichromate under aprotic conditions (2011) Journal of Chemical Sciences, 123 (1), pp. 63-67.

    DOI: 10.1007/s12039-011-0062-y

    In this work, we have reported a mild, efficient and selective method for the mononitration of phenolic compounds using sodium nitrite in the presence of tetrabutylammonium dichromate (TBAD) and oxidation of hydroquinones to quinones with TBAD in CH2Cl2. Using this method, high yields of nitrophenols and quinones were obtained under neutral aprotic conditions. Tetrabutylammonium chromate (TBAC) can also be used as oxidant at same conditions. © Indian Academy of Sciences.

    AUTHOR KEYWORDS: Ammonium salt; Chromate; Hydroquinone; Nitration; Phenol
    INDEX KEYWORDS: Chlorine compounds; Chromates; Nitration, Ammonium salt; High yield; Hydroquinone; Mononitration; Nitrophenols; Phenolic compounds; Sodium nitrite; Tetrabutylammonium, Phenols
    PUBLISHER: Springer India

    Pourali, A.R., Fatemi, F. Selective nitration of phenols using bismuth subnitrate/charcoal in the presence of trichloroisocyanuric acid under aprotic conditions (2010) Chinese Chemical Letters, 21 (11), pp. 1283-1286.

    DOI: 10.1016/j.cclet.2010.05.016

    A mild, efficient and regioselective method for the mononitration of phenolic compounds is described using bismuth subnitrate/charcoal in the presence of trichloroisocyanuric acid in CH2Cl2 at room temperature. © 2010 Ali Reza Pourali.

    AUTHOR KEYWORDS: Bismuth subnitrate; Nitration; Phenol; Supported reagent

    Pourali, A.R. Polymer-supported Oxone and tert-butyl hydroperoxide: new reagents for the epoxidation of α,β-unsaturated aldehydes and ketones (2010) Mendeleev Communications, 20 (2), pp. 113-115.

    DOI: 10.1016/j.mencom.2010.03.017

    Efficient, mild and selective epoxidation of α,β-unsaturated aldehydes and ketones was performed using polyvinylpyrrolidonesupported Oxone (Oxone/PVP) and ButOOH/PVP. © 2010.

    Zakavi, S., Abasi, A., Pourali, A.R., Rayati, S. Mn-porphyrin catalyzed epoxidation of alkenes with polyvinylpyrrolidone- supported H2O2 (2008) Bulletin of the Korean Chemical Society, 29 (4), pp. 866-868.

    DOI: 10.5012/bkcs.2008.29.4.866
    AUTHOR KEYWORDS: Epoxidation; Hydrogen bond; Mn-porphyrins; Polyvinylpyrrolidone-supported H2O2
    PUBLISHER: Korean Chemical Society

    Pourali, A.R., Ghanei, M. Efficient epoxidation of α,β-enones with polyvinylpyrrolidone supported hydrogen peroxide (PVP-H2O2) (2006) Bulletin of the Korean Chemical Society, 27 (10), pp. 1674-1676.

    DOI: 10.5012/bkcs.2006.27.10.1674
    AUTHOR KEYWORDS: Epoxidation; Hydrogen peroxide; Polymer supported reagents; α,β-Unsaturated ketones
    PUBLISHER: Korean Chemical Society

    Pourali, A.R., Ghanei, M. Direct lodination of aromatic compounds with polyvinylpyrrolidone supported hydrogen peroxide (PVP-H2O2) and potassium iodide or molecular iodine (2006) Chinese Journal of Chemistry, 24 (8), pp. 1077-1079.

    DOI: 10.1002/cjoc.200690201

    Hydrogen peroxide was supported on polyvinylpyrrolidone to afford a stable and mild oxidizing reagent. Activated aromatic compounds were reacted with PVP-H2O2 in the presence of KI or I2 and a catalytic amount of H3PW12O40 in refluxing CH2Cl2 to afford the corresponding iodinated arenes. © 2006 SIOC, CAS, & Wiley-VCH Verlag GmbH & Co. KGaA.

    AUTHOR KEYWORDS: Hydrogen peroxide; Iodinated aromatic compounds; Iodination; Supported reagents

    Pourali, A.R., Goli, A. Efficient conversion of oximes to the corresponding carbonyl compounds with tetrabutylammonium chromate under aprotic conditions (2006) Bulletin of the Korean Chemical Society, 27 (4), pp. 587-588.

    DOI: 10.5012/bkcs.2006.27.4.587
    AUTHOR KEYWORDS: Carbonyl; Deprotection; Oximes; Quaternary ammonium salt
    PUBLISHER: Korean Chemical Society

    Pourali, A.R. Facile desulfurization of thioamides and thioureas with tetrabutylammonium periodate under mild conditions (2005) Monatshefte fur Chemie, 136 (5), pp. 733-737.

    DOI: 10.1007/s00706-005-0289-8

    Thioamides and thioureas were reacted with tetrabutylammonium periodate at room temperature to afford the corresponding amides and ureas, respectively, under aprotic conditions. © Springer-Verlag 2005.

    AUTHOR KEYWORDS: Oxidation; Periodate; Quaternary ammonium salt; Thiocarbonyl
    INDEX KEYWORDS: amide; ammonium derivative; periodate; thioamide; thiourea; urea, article; chemical reaction kinetics; desulfurization; oxidation kinetics; room temperature

    Akhlaghinia, B., Pourali, A.R. Novel and highly selective conversion of alcohols and thiols to alkyl nitrites with triphenylphosphine/2,3-dichloro-5,6-dicyanobenzoquinone/Bu 4NNO2 system (2004) Synthesis, (11), pp. 1747-1749.

    DOI: 10.1055/s-2004-829122

    Alkyl nitrites were prepared in good to excellent yields by treatment of alcohols and thiols with triphenylphosphine/2,3-dichloro-5,6- dicyanobenzoquinone/Bu4NNO2 in acetonitrile. This method is highly selective for the conversion of primary alcohols to alkyl nitrites in the presence of secondary and tertiary alcohols and thiols.

    AUTHOR KEYWORDS: 2,3-dichloro-5,6-dicyanobenzoquinone; Alcohol; Alkyl nitrite; Thiol; Triphenylphosphine
    INDEX KEYWORDS: Acetonitrile; Alcohols; Alkylation; Catalyst selectivity; Synthesis (chemical), Alkyl nitrites; Dicyanobenzoquinone; Thiols, Aromatic compounds, 2,3 dichloro 5,6 dicyanobenzoquinone; acetonitrile; alcohol derivative; nitrite; reagent; thiol derivative; triphenylphosphine; unclassified drug, article; catalysis; catalyst; reaction analysis; synthesis
    PUBLISHER: Georg Thieme Verlag