Synthesis, characterization, crystal structure and fluorescence property of tetramethyl 5,5′-(terephthaloylbis(azanediyl))-diisophthalate

摘要

An aroyl acylamide compound, tetramethyl 5,5′- (terephthaloylbis(azanediyl))-diisophthalate (1), has been prepared by nucleophilic substitution reaction of dimethyl 5-aminoisophthalate and terephthaloyl chloride, and characterized by elemental analysis, FT-IR, 1H-NMR, ESI-MS and single-crystal X-ray diffraction. The crystal of 1·2DMF belongs to monoclinic space group P2/c with a = 21.609(2) ?, b = 4.060(1) ?, c = 21.606(2) ?, b = 112.805(1)°, V = 1747.4(3) ? ~3, Z = 2, Dc = 1.320 Mg m-3, l = 0.101 mm-1, F(000) = 732, Mr = 694.68, the final R1 = 0.0879 and wR2 = 0.1872 for 8091 observed reflections with I > 2σ (I). The structural analysis reveals that compound 1·2DMF contains one tetramethyl 5,50-(terephthaloylbis-(azanediyl))-diisophthalate and two N,N-dimethylformamide solvent molecules. A 3D supramolecular structure of 1·2DMF is constructed by multiply intermolecular C-H· · ·O H-bonds and p-p stacking interactions. In addition, compound 1 exhibits a strong blue fluorescence at 413 nm in the solid state at room temperature. ?.