| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1326640 | Journal of Organometallic Chemistry | 2011 | 8 Pages |
New ferrocene derivatives – ethyl esters of 1-aryl-5-ferrocenyl-1H-pyrazole-3-carboxylic acids were synthesized. The corresponding aldehydes were obtained from acid esters in two steps. The reductive amination reaction of 5-ferrocenyl-1-phenyl-1H-pyrazole-3-carbaldehyde was studied. Several of these compounds were investigated by cyclic voltammetry. All of them exhibited a reversible one-electron oxidation–reduction wave owing to the ferrocene–ferricinium redox couple with a positive shift (0.51–0.69 V) compared with that of ferrocene (0.46 V). The X-ray crystal structure of the ethyl ether 1-(3-chloro-2-fluorophenyl)-5-ferrocenyl-1H-pyrazole-3-carboxylic acid is also presented.
Graphical abstractNew ferrocene derivatives 5-ferrocenyl-1-aryl-3-pyrazolecarbaldehydes were synthesized. The reductive amination reaction of 5-ferrocenyl-1-phenyl-1H-pyrazole-3-carbaldehyde was studied. Compounds were investigated by cyclic voltammetry. All exhibited a reversible one-electron oxidation–reduction wave owing to the ferrocene–ferrocenium redox couple. The X-ray crystal structure of the ethyl 1-(3-chloro-2-fluorophenyl)-5-ferrocenyl-1H-pyrazole-3-carboxylate is also presented.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► New 5-ferrocenyl-1-aryl-3-pyrazolecarbaldehydes were synthesized. ► The reductive amination reaction of 5-ferrocenyl-1-phenyl-1H-pyrazole-3-carbaldehyde was studied. ► The X-ray crystal structure of the ethyl 1-(3-chloro-2-fluorophenyl)-5-ferrocenyl-1H-pyrazole-3-carboxylate is also presented.
