Touhami Lanez

N-Ferrocenylmethyl-2-nitro­aniline

In the title compound, [Fe(C5H5)(C12H11N2O2)], the two cyclopentadienyl (Cp) rings are nearly eclipsed and parallel to each other, the dihedral angle between their mean planes being 2.54 (1)°. One of the Cp rings is substituted by a nitrobenzenamine group, which is essentially perpendicular to the substituted cyclopentadienyl ring, with an N—C(H2)—C—C torsion angle of 89.8 (2)°. Intramolecular N—H⋯O and N—H⋯N hydrogen bonds occur. In the crystal, weak C—H⋯O hydrogen bonds link adjacent molecules.

N-Ferrocenymethyl-N-phenyl­propionamide

In the title compound, [Fe(C5H5)(C15H16NO)], the two cyclopentadienyl (Cp) rings are nearly parallel to each other, forming a dihedral angle of 3.7 (1)°, and adopt a staggered conformation. The amide group is almost perpendicular to the plane of the substituted Cp ring, with a C—N—C—C torsion angle of 101.3 (2)°, and the N and O atoms in the ethanoyl group are coplanar, with a C—N—C—O torsion angle of −0.7 (3)°. Weak C—H⋯O hydrogen bonds link adjacent molecules.

Ferrocene derivatives. Part 25. Their use in the synthesis of 5H-cyclopenta[c]quinolines and 5,6-dihydro-5-azabenz[e]azulenes

Arylation of ferrocene with o-nitro- and o-cyano-benzenediazonium salts leads smoothly to the o-nitro- and o-cyano-phenylferrocenes. These are reduced to o-ferrocenylaniline and o-ferrocenylbenzylamine respectively. Bischler–Napieralski cyclisation of the N-acyl derivatives of these amines proceeds with (partial) loss of iron to give the title compounds. The intermediate ferrocene-heterocycles, if isolated may be cleaved to the same products by exposure to diffuse daylight in aqueous acid solution. The liberation of 2,3,4.5-tetrahydrocyclopent[c]azepines by photolysis of the corresponding cyclopentadienyliron complexes in acidic medium is also briefly examined.

Electrochemical, spectroscopic and molecular docking studies of 4-methyl-5-((phenylimino)methyl)-3H- and 5-(4-fluorophenyl)-3H-1,2-dithiole-3-thione interacting with DNA

ABSTRACT Cyclic voltammetry (CV) and UV–Visible spectroscopy (UV–Vis) techniques were used to calculate binding parameters of 4-methyl-5-((phenylimino)methyl)-3H-1,2-dithiole-3-thione (MPDT) and 5-(4-fluorophenyl)-3H-1,2-dithiole-3-thione (FPDT) with DNA. The results obtained from both techniques were confirmed by computational molecular docking using AutoDock molecular docking software. The anodic peak potential shift in CV indicated an intercalative mode of binding. The binding constants (M−1) of the adducts MPDT-DNA and FPDT-DNA obtained from voltammetric measurements were found to be 8.0 × 104 and 2.4 × 104, respectively, with binding free energy being −27.99 and −25.01 KJ mol−1, respectively. These results are in good agreement with those obtained from UV–Visible spectroscopic studies. The diffusion coefficients of MPDT and FPDT (2.06 × 10−10 and 2.42 × 10−9, respectively) were found to be higher than those of DNA-bound compounds (1.27 × 10−10 and 1.65 × 10−9 cm2/s, respectively). The binding free energy of MPDT and FPDT to DNA was also calculated by molecular docking study. The docking study gave excellent approximation with experimental results, shedding light on the sites of binding. GRAPHICAL ABSTRACT

Pouvoir Inhibiteur de la Corosion Aqueuse par Quelques Amines Ferroceniques

In this work, we studied the efficacy of corrosion inhibition of carbon steel X70 in H2SO40.5M solution using ferrocenyl compounds prepared in VPRS laboratory. These compounds are 2(ferrocenyl methyl) aminobenzonitrile (Fc22), 3-(ferrocenyl methyl) aminobenzonitrile (Fc23) et 4-(ferrocenyl methyl) amino benzonitrile (Fc24). The inhibitory potency of these compounds was determined by the electrochemical method (extrapolation of Tafel lines). The overall results show that the compounds studied have varying percentages of inhibition and the adsorption of the inhibitor on the surface of the metal is made according to the model adsorption by the isotherm of Langmuir. In H2SO4 0.5M, the compound Fc24 had the best ability to inhibit at a concentration of 20ppm (R = 75.48%).

Ferrocene derivatives. Part 24. Synthesis of dihydro-2-pyrindines and dihydro-3H-2-cyclopent[c]azepines by photolysis of their cyclopentadienyliron derivatives

Bischler-Napieralski type cyclizations of N-acyl-2-ferrocenylethylamine and N-acyl-3-ferrocenylpropylamine lead respectively to cyclopentadienyl(dihydro-2-pyrindin-5-yl)iron and cyclopentadienyl(tetrahydrocyclopent[c]azepine)iron derivatives. Photolysis of their quarternary ammonium salts liberates the metal-free azabicyclic systems.