A. Benito, R. Martínez‐Máñez, J. Payá
Nov 15, 1995
Citations
1
Influential Citations
22
Citations
Journal
Journal of Organometallic Chemistry
Abstract
Abstract The reaction of ferrocenecarbaldehyde with o-phenylenediamine in the presence of p-toluenesulphonic acid results in the synthesis of N-ferrocenylmethyl-2-ferrocenyl-benzimidazole, 1, and 2-ferrocenyl-benzimidazole, 2. The molecular structure of 1 has been determined by single crystal X-ray analysis. It crystallises in the triclinic system, space group P 1 , a = 10.069(7), b = 13.625(8), c = 9.314(7) A , α = 92.75(5)°, β = 104.68(6)°, γ = 95.43(6)°; V = 1227(1) A 3 , Z = 2. An electrochemical study of 1 and 2 dichloromethane: methanol (10:1) has been carried out. 2 shows a reversible oxidation processes at Epa = 535 mV. The addition of HCl (1 equiv.) switches the oxidation potential giving a new wave at Ep a = 800 mV . 1 shows a reversible 2e− oxidation processes at Epa = 558 mV which is split into two different waves when 1 equiv. of HCl is added. The switching process is reversible for 1 and 2 and addition of base (KOH) leads to the former oxidation potential.