Search results for "Ferrocene"
showing 6 items of 306 documents
[3 + 2] Cycloadditions in Asymmetric Synthesis of Spirooxindole Hybrids Linked to Triazole and Ferrocene Units: X-ray Crystal Structure and MEDT Stud…
2022
Derivatization of spirooxindole having triazole and ferrocene units was achieved by the [3 + 2] cycloaddition (32CA) reaction approach. Reacting the respective azomethine ylide (AY) intermediate generated in situ with the ethylene derivative produced novel asymmetric cycloadducts with four contiguous asymmetric carbons in an overall high chemical yield with excellent regioselectivity and diastereoselectivity. X-Ray single-crystal structure analyses revealed, with no doubt, the success of the synthesis of the target compounds. The 32CA reaction of AY 5b with ferrocene ethylene 1 has been studied within MEDT. This 32CA reaction proceeds via a two-stage one-step mechanism involving a high asyn…
Synthesis and characterization of ferrocene-based Schiff base and ferrocenecarboxaldehyde oxime and their adsorptive removal of methyl blue from aque…
2018
Abstract The ferrocene-based Schiff base 3 was synthetized by reaction of ferrocenecarboxaldehyde 1 with 4-aminoantipyrine 2. However, the reaction of 1 with hydroxylamine affords ferrocenecarboxaldehyde oxime 4. Compounds 3 and 4 were fully characterized by IR, 1H, 13C and DEPT-135 NMR spectroscopy, elemental analyses and also by single crystal X-ray diffraction. Compounds 3 and 4 were used to remove anionic methyl blue dye from wastewater. The results established that both compounds have high adsorption capacity towards methyl blue. Langmuir adsorption capacity of compound 4 (464 mmol/g) is much higher than that of compound 3 (193 mmol/g) at 25 °C. The kinetics data was fitted well pseudo…
Synthesis and characterization of ferrocene-based Schiff base and ferrocenecarboxaldehyde oxime and their adsorptive removal of methyl blue from aque…
2018
The ferrocene-based Schiff base 3 was synthetized by reaction of ferrocenecarboxaldehyde 1 with 4-aminoantipyrine 2. However, the reaction of 1 with hydroxylamine affords ferrocenecarboxaldehyde oxime 4. Compounds 3 and 4 were fully characterized by IR, 1H, 13C and DEPT-135 NMR spectroscopy, elemental analyses and also by single crystal X-ray diffraction. Compounds 3 and 4 were used to remove anionic methyl blue dye from wastewater. The results established that both compounds have high adsorption capacity towards methyl blue. Langmuir adsorption capacity of compound 4 (464 mmol/g) is much higher than that of compound 3 (193 mmol/g) at 25 °C. The kinetics data was fitted well pseudo-second-o…
Polysubstituted ferrocenes as tunable redox mediators
2018
A series of four ferrocenyl ester compounds, 1-methoxycarbonyl- (1), 1,1’-bis(methoxycarbonyl)- (2), 1,1’,3-tris(methoxycarbonyl)- (3) and 1,1’,3,3’-tetrakis(methoxycarbonyl)ferrocene (4), has been studied with respect to their potential use as redox mediators. The impact of the number and position of ester groups present in 1–4 on the electrochemical potential E1/2 is correlated with the sum of Hammett constants. The 1/1+–4/4+ redox couples are chemically stable under the conditions of electrolysis as demonstrated by IR and UV–vis spectroelectrochemical methods. The energies of the C=O stretching vibrations of the ester moieties and the energies of the UV–vis absorptions of 1–4 and 1+–4+ c…
Synthesis and Structure Elucidation of Novel Spirooxindole Linked to Ferrocene and Triazole Systems via [3 + 2] Cycloaddition Reaction
2022
In the present work, a novel heterocyclic hybrid of a spirooxindole system was synthesized via the attachment of ferrocene and triazole motifs into an azomethine ylide by [3 + 2] cycloaddition reaction protocol. The X-ray structure of the heterocyclic hybrid (1″R,2″S,3R)-2″-(1-(3-chloro-4-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-carbonyl)-5-methyl-1″-(ferrocin-2-yl)-1″,2″,5″,6″,7″,7a″-hexahydrospiro[indoline-3,3″-pyrrolizin]-2-one revealed very well the expected structure, by using different analytical tools (FTIR and NMR spectroscopy). It crystallized in the triclinic-crystal system and the P-1-space group. The unit cell p…
On the mechanism of imine elimination from Fischer tungsten carbene complexes
2016
(Aminoferrocenyl)(ferrocenyl)carbene(pentacarbonyl)tungsten(0) (CO)5W=C(NHFc)Fc (W(CO)5(E-2)) is synthesized by nucleophilic substitution of the ethoxy group of (CO)5W=C(OEt)Fc (M(CO)5(1Et)) by ferrocenyl amide Fc-NH– (Fc = ferrocenyl). W(CO)5(E-2) thermally and photochemically eliminates bulky E-1,2-diferrocenylimine (E-3) via a formal 1,2-H shift from the N to the carbene C atom. Kinetic and mechanistic studies to the formation of imine E-3 are performed by NMR, IR and UV–vis spectroscopy and liquid injection field desorption ionization (LIFDI) mass spectrometry as well as by trapping experiments for low-coordinate tungsten complexes with triphenylphosphane. W(CO)5(E-2) decays thermally i…