Crystal and Molecular Structure of 2,3,5,6-Bis(ortho-1,10-decylidene)dihydropyrazine

【Abstract】 The SnCl2 reduction of 2-nitrocyclododecanone or 2-bromo-12-nitrocyclodo- decanone gave a colorless compound 2,3,5,6-bis(ortho-1,10-decylidene)dihydropyrazine 1a characterized by IR, NMR and X-ray diffraction analysis. Crystal data for 1a: Mr = 358.60, monoclinic, space group P21/n, a = 0.48028(3), b = 2.8646(4), c = 0.77097(6) nm, β = 98.432(12)o, V = 1.04924(19) nm3, Dc = 1.135 g/cm3, Z = 2, F(000) = 400 and μ(MoKα) = 0.065 mm-1. All 1H- and 13C-NMR resonance lines of 1a were assigned by DEPT, COSY, HMQC and HMBC technology. In the crystal, the dihydropyrazine ring has a planar structure, two twelve-membered rings adopt [1ene2333] conformation, their double bonds have cis-con- figuration, and the whole molecule has a center of symmetry. In solution, the symmetric 1H- and 13C-NMR signals suggest that two twelve-membered rings of 1a may adopt enantio- morphous [1ene2333] conformation existing in a dynamic equilibrium.更多还原