Condensation Of Acetylferrocene Research Articles

Post-synthetic modification of crystal-like periodic mesoporous phenylene-silica with ferrocenyl groups

Amination of crystal-like 1,4-phenylene-bridged periodic mesoporous organosilica (Ph-PMO) was achieved with about 35% conversion of phenylene groups. Ferrocenylimine groups were subsequently anchored onto this material by condensation of acetylferrocene with amino groups. Elemental analysis indicated that about 15% of amino groups in PMO-NH2 were derivatized, resulting in an iron loading of 0.21 mmol g−1. Evidence for the presence of ferrocenylimine groups in the derivatized material (PMO-Fc) was obtained from 13C cross-polarization (CP) magic-angle spinning (MAS) NMR and FT-IR spectroscopies. PMO-Fc was further characterized by 29Si MAS NMR spectroscopy, powder X-ray diffraction (XRD), N2 adsorption–desorption, and thermogravimetric analysis (TGA). Powder XRD and N2 adsorption–desorption data for PMO-NH2 and PMO-Fc indicated that the mesoporous structure and molecular-scale periodicity in PMO-NH2 were largely retained upon treatment with acetylferrocene. The material PMO-Fc was examined as a catalyst for the oxidation of styrene at 55 °C using hydroperoxides as oxidants. The reaction products were benzaldehyde (major) and styrene oxide (minor), with the aldehyde being formed in yields of 25–27% at 24 h. Recycling experiments indicated that the material was susceptible to leaching of catalytically active species into the liquid phase due to the pronounced water sensitivity of the azomethine linkage.

The facile and efficient ultrasound-assisted synthesis of new quinoline-appended ferrocenyl chalcones and their properties

The facile and efficient synthesis of quinoline-appended ferrocenyl chalcones via the condensation of acetylferrocene (or substituted 2-methyl-3-acetylquinoline) with 2-chloro-3-formylquinoline (or ferrocenecarboxaldehyde) in ethanol under basic conditions by the ultrasonic method is reported and compared to the results of synthesis achieved through conventional methods. Two derivatives were investigated crystallographically which confirmed the E-conformation about the CC ethylene bond in each case. Redox chemistry of the new chalcones was investigated by cyclic voltammetry which showed quasi-reversible one-electron redox processed with potentials correlated with electron-withdrawing substituents. The compounds showed promising antimicrobial properties, with derivatives 3a and 6a showing the maximum activity against bacterial and fungal strains, respectively.

Synthesis of 1H-3-Ferrocenyl-1-phenyl-4-substituted Pyrazoles

Synthesis of 1H-3-ferrocenyl-1-phenylpyrazole-4-carboxaldehyde was achieved by condensation of acetylferrocene with phenylhydrazine followed by intramolecular cyclization of the ­hydrazone obtained under Vilsmeier-Haack conditions. Several ­derivatives, such as the corresponding thiosemicarbazone, oxime, imine, alcohol, halide, and primary amine were then prepared by known reactions. Also 1,1′-diacetylferrocene was transformed into the corresponding dipyrazolyl derivative.

Synthesis and crystal structure of a nickel complex with the bidentate ligand derived from condensation of acetylferrocene and S-benzyldithiocarbazate

Reaction of the bidentate ligand (HL) generated from condensation of acetylferrocene and S-benzyldithiocarbazate with nickel chloride hexahydrate afforded a new nickel complex Ni(HL)2Cl2. Both compounds have been characterized by elemental analyses, 1H NMR, IR and UV spectroscopies. Single-crystal X-ray analysis of the complex indicates that HL as a neutral bidentate ligand coordinates to the nickel atom via the imine nitrogen and thione sulfur atoms and the coordination geometry of the central metal is tetrahedral.

Hafnium(IV) Derivatives of Schiff Bases Derived from Acetylferrocene

The reactions of Schiff bases (L), derived from the condensation of acetylferrocene with ethylenediamine, o-phenylenediamine, 4-methyl-o-phenylenediamine, 1, 8-diaminonaphthalene and 2, 6-diaminopyridine, with hafnium tetrachloride and bis(cyclopenta-dienyl)hafnium(IV) dichloride have been studied in refluxing benzene/THF. The derivatives [HfCl4(L)] and [Cp2HfCl (L)]Cl have been isolated and characterized by elemental analyses, molar conductance, UV/Vis, IR and 1H NMR. The ligands are bidentate species and coordinate to the central hafnium ion by the two nitrogens. Suggested structures for the complexes are reported. Referee I: E. A. Mintz Referee II: R. S. Herrick

Preparation and Characterization of a Ferrocene Containing Thio-Schiff Base and Its Rare Earth Complexes

Abstract A ferrocene containing thio-Schiff base, S-methyl-β-N-(ferrocenyl) ethylenedithiocarbazate (HSB), has been synthesized by the condensation of acetylferrocene with S-methyldithiocarbazate. Its rare earth metal complexes Ln(SB)3(Ln = lanthanide) have been obtained by the reaction of LnCl3 with the thio-Schiff base derivative in ethanol. The ligand and its complexes have been characterised on the basis of their elemental analyses, IR, UV and PMR spectral characteristics.

Studies on acetylferrocenylnaphthoylhydrazone (and diacyl hydrazone) and its coordination compounds with lead(ii)

Acetylferrocenylnaphthoylhydrazone, acetylferrocenyl-3-hydroxyl-2-naphthoylhydrazone, 1,1′-diacetylferrocenylnaphthoylhydrazone and 1,1′-diacetylferrocenyl-3-hydroxyl-2-naphthoylhydrazone have been synthesized by the condensation of acetyl-ferrocene or 1,1′-diacetylferrocene with naphthoylhydrazine or 3-hydroxyl-2-naphthoylhydrazine, respectively. Their lead(II) coordination compounds have been prepared and characterized by elemental analyses, IR, 1H NMR, UV, TG-DTA and molar conductivities. Results show that the ligands coordinate in the enolic form with lead(II) and the thermostabilities of the coordination compounds are higher than that of the corresponding ligand due to the formation of the chelate ring.