Synthesis,spectroscopic studies and structures of square-planar nickel(II) and copper(II) complexes derived from 2-{(Z)-[furan-2-ylmethyl]imino]methyl}-6-methoxyphenol

Two new nickel(II) [Ni(L)₂] and copper(II) [Cu(L)₂] complexes have been synthesized with bidentate NO donor Schiff base ligand (2-{(Z)-[furan-2-ylmethyl]imino]methyl}-6-methoxyphenol) (HL) and both complexes Ni(L)₂ and Cu(L)₂ have been characterized by elemental analyses, IR, UV–vis, ¹H, ¹³C NMR, mass spectroscopy and room temperature magnetic susceptibility measurement. The tautomeric equilibria (phenol-imine, O–H?N and keto-amine, O?H–N forms) have been systemetically studied by using UV–vis absorption spectra for the ligand HL. The UV–vis spectra of this ligand HL were recorded and commented in polar, non-polar, acidic and basic media. The crystal structures of these complexes have also been determined by using X-ray crystallographic techniques. The complexes Ni(L)₂ and Cu(L)₂ crystallize in the monoclinic space group P2₁/n and P2₁/c with unit cell parameters: a = 10.4552(3) Å and 12.1667(4) Å, b = 8.0121(3) Å and 10.4792(3) Å, c = 13.9625(4) Å and 129.6616(3)Å, V = 1155.22(6) Å³ and 1155.22(6) Å³, D_x = 1.493 and 1.476 g cm^?3 and Z = 2 and 2, respectively. The crystal structures were solved by direct methods and refined by full-matrix least squares to a find R = 0.0377 and 0.0336 of for 2340 and 2402 observed reflections, respectively.     

N,S-, S-, S,S-, <S═O-, and < SO2-Substituted Dienes from Halo-1,3-Butadienes

Mono(thio)substituted dienes 1 gave 3a–g , 5 , and 7 with piperazine derivatives in dichloromethane. Hexachlorobutadiene 14 in a water-ethanol mixture in the presence of sodium hydroxide reacted with thiol 15 to give the mono(thio)substituted thioether 16 and di(thio)substituted thioether 17 . 18 was obtained from the reaction of 16 with m-CPBA in chloroform. 9 was obtained from the reaction of l,2,3,4,4-pentachloro-(1-2-hydroxyethylthio)-1,3- butadiene 8 with 47% HI, and 11 was synthesized from the reaction of 8 with concentrated H₂SO₄ and KBr. Compounds 9 and 11 gave in the reaction with m-CPBA in chloroform 10 , 12 , and 13 , respectively.     

Synthesis,Characterization, and Biological Evaluation of Some Novel Thiosemicarbazones as Possible Antibacterial and Antioxidant Agents

Abstract

The synthesis and characterization of 18 novel thiosemicarbazones have been investigated as part of a research program on development of compounds with antibacterial and antioxidant activities. Among the tested compounds, 2-(4-hydroxybenzylidene)-N-[4-(trifluoromethoxy)phenyl]hydrazine carbothioamide (3g) and 2-(thiophen-2-ylmethylidene)-N-[4-(morpholin-4-yl)phenyl]hydrazine carbothioamide (4b) showed excellent inhibition potency at low concentration (0.5 μg/mL) against Gram-positive pathogens (Enterococcus faecalis and Staphylococcus aureus). All tested compounds were also found to possess antioxidant activity against 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical and 2,2’-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) radical cation.

[Supplementary materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements for the following free supplemental files: Additional text, tables, and figures.]     

NOVEL N,S-SUBSTITUTED DIENES BY THE REACTION OF 2-NITROTHIOSUBSTITUTED HALODIENES AND PRIMARY AMINES

Mono(thio)substituted 1a–c gave compounds 3a–c and 5a with o-toluidin (2) and m-toluidin (4) in ether. Compounds 9a–c and 11a, b were obtained from the reaction of compounds 1a–c with p-fluorophenylamine (8) and p-fluorobenzylamine (10). Compounds 7a and 15c were obtained from the reaction of 1a and 1c with p-phenylendiamine (6) and o-phenylendiamine (14). Compound 13c was synthesized from the reaction of compound 1c with benzidine (2).     

Structural and spectroscopic characterization of 2,3-difluorobenzoic acid and 2,4-difluorobenzoic acid with experimental techniques and quantum chemical calculations

In this study, the molecular conformation, vibrational and electronic transition analysis of 2,3-difluorobenzoic acid and 2,4-difluorobenzoic acid (C7H4F2O2) were presented using experimental techniques (FT-IR, FT-Raman and UV) and quantum chemical calculations. FT-IR and FT-Raman spectra in solid state were recorded in the region 4000-400 cm(-1) and 4000-5 cm(-1), respectively. The UV absorption spectra of the compounds that dissolved in ethanol were recorded in the range of 200-800 nm. The structural properties of the molecules in the ground state were calculated using density functional theory (DFT) and second order M?ller-Plesset perturbation theory (MP2) employing 6-311++G(d,p) basis set. Optimized structure of compounds was interpreted and compared with the earlier reported experimental values. The scaled vibrational wavenumbers were compared with experimental results. The complete assignments were performed on the basis of the experimental data and total energy distribution (TED) of the vibrational modes, calculated with scaled quantum mechanics (SQM) method. A study on the electronic properties, such as absorption wavelength, excitation energy, dipole moment and frontier molecular orbital energy, were performed by time dependent DFT (TD-DFT) approach. Based on the UV spectra and TD-DFT calculations, the electronic structure and the assignments of the absorption bands of steady compounds were discussed. The calculated HOMO and LUMO energies show that charge transfer occurs within the molecules.     

Photophysical and antimicrobial properties of new double-armed benzo-15-crown-5 ligands and complexes

Research on Chemical Intermediates - New double-armed crown ether ligands linked to pyridine derivatives have been synthesized and characterized. These macrocyclic ligands (1–5) have been...     

Synthesis,antimicrobial and thermal studies of nitropyridine-substituted double armed benzo-15-crown-5 ligands; alkali (Na+ and K+) and transition metal (Ag+) complexes; reduction of nitro compounds

Journal of Inclusion Phenomena and Macrocyclic Chemistry - Nitropyridine substituted double-armed benzo 15-crown-5 compounds (1–4) were synthesized by the reactions of...     

Synthesis and Spectroscopic Characterization of New Double‐Armed Benzo‐15‐Crown‐5 Derivatives and Their Sodium Complexes

Double‐armed crown ether aldehydes ( 1–3 ) were synthesized from the reaction of 2 equiv salicylaldehyde, 4‐hydroxy‐3‐methoxybenzaldehyde (vanillin), and 3‐hydroxy‐4‐methoxybenzaldehyde (iso‐vanillin) with 4′,5′‐bis(bromomethyl)benzo‐15‐crown‐5. New crown ethers imine compounds ( 4–9 ) were synthesized by the condensation of corresponding crown ether aldehydes ( 1–3 ) with 4‐amino‐1,2‐dihydro‐1,5‐dimethyl‐2‐phenyl‐3H‐pyrazole‐3‐one and 2‐furan‐2‐yl‐methylamine. Sodium complexes ( 1a–9a) of the crown compounds form crystalline 1:1 (Na⁺:ligand) stoichiometries and were also synthesized. The structures of the crown ether aldehydes ( 1–3 ), imine compounds ( 4–9 ), and complexes ( 1a–9a ) were confirmed on the basis of elemental analyses, IR, ¹H and ¹³C NMR, and mass spectrometry. © 2013 Wiley Periodicals, Inc. Heteroatom Chem 24:100–109, 2013; View this article online at wileyonlinelibrary.com . DOI 10.1002/hc.21070     

Synthesis of Some Novel S- and N,S-Substituted Chlorobutadienes

Abstract

Mono(thio)substituted nitrodienes were synthesized by reactions of 2-nitro-pentachloro-1,3-butadiene with some thiols [(tert-butylbenzyl)thio- and 2,3,5,6-tetra-fluorophenylthio-] either directly or in ethanol in the presence of sodium hydroxide. N,S-Substituted 1,3-butadienes were obtained from the reaction of the mono(thio)substituted nitrodienes with morpholine and some piperazine derivatives in dichloromethane. Also mono- and di(thio)substituted perchlorobutadienes were synthesized from the reactions of hexachloro-1,3-butadiene with o-aminothiophenol in ethanol in the presence of sodium hydroxide. The structures of the new compounds were characterized by microanalysis and spectroscopic data.     

Carotenoid and Fatty Acid Compositions of an Indigenous Ettlia texensis Isolate (Chlorophyceae) Under Phototrophic and Mixotrophic Conditions

Ettlia oleoabundance (formerly known as Neochloris oleoabundance) is an attractive candidate for biodiesel production because of its high lipid accumulation, and it’s taking the majority of the attention among the strains of Ettlia genus; however, potential of the other genus members is unknown. An indigenous strain from Salda Lake (South West Turkey) identified by 18S rDNA sequencing as Ettlia texensis (GenBank accession no: JQ038221), and its fatty acid and carotenoid compositions under phototrophic and mixotrophic conditions was investigated to evaluate the potential of the strain for commercial uses. A threefold increase was observed in total lipid content (total fatty acids; from 13 % to 37 %) in mixotrophic culture respect to the phototrophic growth conditions. The oleic acid (C18:1) and alpha-linolenic acid (18:3) were the major unsaturated fatty acids accounting for 40 % and 13.2 % of total fatty acids in mixotrophic culture, respectively. Carotenoid analyses of the mixotrophic culture revealed the metabolite canthaxanthin, a commercially valuable carotenoid used mainly for food coloring, was the major constituent among other pigments. The possible use of E. texensis in biotechnological applications is discussed.