فهرست مطالب

Organic Chemistry Journal - Volume:3 Issue:1, 2016
  • Volume:3 Issue:1, 2016
  • تاریخ انتشار: 1394/11/26
  • تعداد عناوین: 8
|
  • Somayeh Ahadia, Ayoob Bazgira, Ramin Ghahremanzadehb* Pages 1-10
    A novel, one-pot and three-component synthesis of new 1H-indolo[2,3-b]pyrazolo[4,3-e]pyridine derivatives by cyclo-condensation reaction of indolin-2-one, aromatic aldehydes and amino-pyrazoles in excellent yields in ionic liquid 1-butyl-3-methylimidazolium bromide ([bmim]Br) as solvent is reported. All products were characterized by IR, 1H NMR, 13C NMR and Elemental analysis.
    Keywords: Indolin-2-one, Aldehyde, Pyrazole, Indolopyrazolopyridine, Carboline
  • Mohammad M. Mojtahedi *, M. Saeed Abaee, Ali Jabbari Arabzadeh Pages 11-16
    A novel one-pot synthesis of bisarylmethylidenes of cyclic ketones is developed starting from their corresponding alcohol substrates. Reactions take place efficiently at room-temperature under catalysis of MgBr2.OEt2 by using nanostructured MnO2 and Et2NH.
    Keywords: Tandem oxidation, nanostructured MnO2, bisarylmethylidenes, aldol condensation
  • Babak Nahri Niknafs Pages 17-21
    2-amino-4-methylbenzothiazole is an origin intermediate in the synthesis of 5-methyl-1,2,4-triazolo (3,4b)benzothiazole (Tricyclazole) as a useful fungicide. In this work, at the first step, (2methylphenyl)thiourea was prepared with the reaction of o-toluidine and ammonium thiocyanate in toluene as a solvent. At the second step, the reaction was carried out from (2-methylphenyl)thiourea and chlorine as a ring closure reactant, without any catalysts. By the use of ethylene dichloride as an inert solvent, no ring chlorination takes place during the reaction. The purity of the synthesized compounds were judged by their C, N and H analysis and the structures were verified on the basis of IR, 1H-NMR and mass spectral data.
    Keywords: Tricyclazole, Benzothiazoles, (2-methylphenyl) thiourea, Fungicide
  • M. Saeed Abaee*, Mohammad M. Mojtahedi *, Ehsan Mehraki, Amir H. Balazadeh Hamid, R. Mahdavi, Hossein Rahimi Pages 22-27
    An efficient condensation of various aldehydes with thiopyran-4-one is developed in one pot using catalytic quantities of CrCl3.7H2O and SDS in the presence of H2O/pyrrolidine at room temperature. The procedure leads to high yield preparation of bisarylmethylidenes of thiopyran-4-one in relatively short times. Spontaneous precipitation occurs at the end of the process. This leads to easy separation of the products via a simple filtration.
    Keywords: Bisarylmethylidenes, aldol condensation, aqueous conditions, organocatalysis, thiopyran
  • Mohsen Mousavi*, Hasan Seyfi Pages 28-33
    One-pot benzoin condensation and air oxidation of some aromatic aldehydes were investigated. All the reactions were carried out by catalytic effect of cyanide ion in alcoholic solvents under atmospheric O2. Under these conditions, 4-methoxybenzaldehyde, 4-bromobenzaldehyde, 3-nitrobenzaldehyde and 2furylcarbaldehyde transformed to their relative benzil derivatives, directly. But the procedure was not successful with 4-methylbenzaldehyde, 4-chlorobenzaldehyde, 2-pyridinecarbaldehyde and 4pyridinecarbaldehyde. The later compounds were converted to their relative benzoin or pyridoin derivatives. The so-formed benzoins were then oxidized to their corresponding benzil derivatives using a mixture of ammonium nitrate and cupric acetate in 80% aqueous solution of acetic acid. However, pyridoines converted to blue complexes in the same reaction conditions.
    Keywords: Aromatic aldehydes, Benzil, Benzoin, Cyanide, Oxidation
  • Rahmatollah Rahimi *, Farzaneh Farshidnian, Mahboubeh Rabbani, Arash Jabbari Pages 34-40
    In this study, we present calculations of various properties of the tetrakis(carboxyphenyl)porphyrin (TCPP) and its complex with Cu (CuTCPP) and TCPP-TCPP couple as sensitizers. The Density Functional Theory (DFT) and Time Dependent DFT (TDDFT) study of these sensitizers were performed, investigating on the geometry, electronic structure and optical properties of the dyes both in the gas phase and in chloroform solution. The absorption bands are assigned to π→ π* transitions. Calculations have been performed using the B3LYP exchange correlations functional, as implemented in the Gaussian09 program package. The geometries of were first optimized using density functional 6311G(d) method. Natural bond orbital (NBO) analysis was also conducted on optimized geometries. From the orbital analysis and the orbital spatial orientation of HOMO and LUMO for sensitizers, the results show that TCPP-TCPP couple seems to provide higher photo-to-electric conversion efficiencies.
    Keywords: Porphyrin, Theoretical study, DFT, Optical absorption, DSSCs
  • A. Ghaemi *, M. Dayani Pages 41-48
    Five lead (II) complexes with the ligand 8-hydroxyquinolin (8-HQuin) containing different counter- ions, [Pb(8-Quin)(X)], (8-Quin= 8-Hydroxyquinolate, X= N3-, Cl-, Br -, I- and NO3- ), have been synthesized and characterized by elemental analysis and FT-IR. Only compound [Pb(8-Quin)(NO3)] was structurally characterized by single-crystal X-ray diffraction. The single crystal X-ray analysis shows that this complex is a one-dimensional (1D) polymer and the coordination numbers in PbII ions in this complex are six and seven, and coordination sphere is hemidirected.
    Keywords: Counter-ions, 8-Hydroxyquinolate, Lead (II), Crystal structure
  • Hossein Toulabi*, Hossein Fakhraian Pages 49-54
    A two step method (consisting of transformation of aldehyde to alcohol and substitution of imidazole group) was used for the synthesis of naphtalenic derivative of medetomidine and the optimized conditions were then applied to the synthesis of medetomidine. Thus, after optimization of first step (preparation of chiral alcohol), the various reaction parameters that affect the yield of naphtalenic derivative of medetomidine following second step were determined. Then produced alcohol was treated by TMS-imidazole in the presence titanium tetrachloride in anhydrous chloroform and the reaction mixture is worked up of by two step addition of sodium hydroxide. The same conditions applied in the synthesis of medetomidine, has afforded the same result (99% yield).
    Keywords: Medetomidine, TMS-imidazole, naphtalenic, 1-(naphthalen-1-yl)ethanol