Synthesis, characterization and crystal structure of 1-ferrocenesulfonyl-2-long carbon chain alkyl benzimidazole

Abstract

Six new 1-ferrocenesulfonyl-2-benzimidazole derivatives were prepared by the reaction of ferrocenesulfonyl chloride with benzimidazole derivatives in the presence of dichloromethane and n-tetrabutylammonia bromide. The yields of these six new ferrocenesulfonyl benzimidazole derivatives were about 80%. The structures characteristic were confirmed by IR, ¹H-NMR, Elemental analysis and MS. The crystal structure of compound a₂ was determined via X-ray single crystal diffraction and it belongs to monoclinic system with space group C2/c, and the unit cell parameters are α = 2.8252(2) nm, b = 0.97696(7) nm, c = 1.64828(12) nm, α = 90°, β = 92.053(2)°, γ = 90°, V = 4.5466(6) nm³, Z = 8, F (000) = 2024, Mr =481.40, Dc = 1.407 g/cm³, μ = 0.784 mm^–1, R₁ = 0.0495, wR₂ = 0.1517. The results show that the reactions of 2-alkylbenzimidazoles containing active hydrogen with ferrocenesulfonyl chloride gave 1-ferrocenesulfonyl-2-alkylbenzimidazoles in good yields.

Keywords

ferrocenesulfonyl benzimidazol / synthesis / characteristic / crystal structure

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