1190332-41-2Relevant academic research and scientific papers
Synthesis and chemical oxidation of 3-ferrocenylpyrrole and ferrocenyl-substituted triazoles: Iron versus ligand based oxidation
Verschoor-Kirss, Michael,Kreisz, Joszef,Feighery, William,Reiff, William M.,Frommen, Christoph M.,Kirss, Rein U.
, p. 3262 - 3269 (2009)
Copper catalyzed [3+2] cycloaddition reactions between ethynylferrocene and benzylazides yields 1-benzyl-4-ferrocenyl-1,2,3-triazoles (2-5). Reaction between phenylacetylene and azidoferrocene yields 1-ferrocenyl-4-phenyl-1,2,3-triazole (6). Anodic electrochemistry of 2-6 suggests reversible oxidation at potentials more positive than ferrocene. Chemical oxidation of 2 and 3-ferrocenylpyrrole (1) with dichlorodicyanoquinone (DDQ) yields the salts [2+{radical dot}] [DDQ{radical dot}-] and [1+{radical dot}] [DDQ{radical dot}-], respectively. 57Fe M?ssbauer spectroscopy reveals the presence of low-spin FeII in [1+{radical dot}][DDQ{radical dot}-] while FeII is oxidized to low-spin FeIII in [2+{radical dot}][DDQ{radical dot}-]. Magnetization measurements indicate that [1+{radical dot}][DDQ{radical dot}-] is paramagnetic and cannot be viewed as a simple neutral charge transfer complex reminiscent of the mixed stack diamagnetic [ferrocene]0[TCNE]0.
