Synthesis and Crystal Structure of N-Ferrocenesulfonyl Hexahydropyridine

1 1 INTRODUCTION Sulfonamides exhibit higher pharmaceutical and pesticidal characteristics such as fungicidal, antitu- mor and herbicidal activities1~6]. On the other hand, many ferrocene derivatives have excellent biological or physiological activities, which are used in biology and medicine owing to their lipophilicity, aroma- ticity, biological oxidisability and lower toxicity7, 8]. In search for effective fungicide, we introduce ferro- cenyl into sulfonamide molecule to synthesize a …

Synthesis and Crystal Structure of N-Ferrocenesulfonyl Hexahydropyridine

The title compound (C15H19FeNO2S, Mr = 333.22) was synthesized by the re- action of ferrocenesulfonyl chloride with hexahydropyridine, and characterized by 1H NMR, IR and elemental analysis. The crystal belongs to monoclinic, space group P21/n with a = 6.0472(5), b = 20.4897(6), c = 11.6584(8)(A), β = 91.3120(10)°, V = 1444.16(16)(A)3, Z = 4, Dc = 1.533 g/cm3, F(000) = 696, μ = 1.188 mm-1, the final R = 0.0309 and wR = 0.0736 for 2057 observed reflection with I > 2σ(I). The structure analysis demonstrates that two cyclopentadienyl rings are almost parallel with a dihedral angle of 1.70o, and hexahydropyridine moiety exists in a chair conformation. Bioassay indicates that the title compound has a good fungicidal activity.