Synthesis, Characterization, Crystal Structure and Fluorescence Property of Tetramethyl 5,5'-(Terephthaloylbis(azanediyl))-Diisophthalate

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, H-1-NMR, ESI-MS and single-crystal X-ray diffraction. The crystal of 1 center dot 2DMF belongs to monoclinic space group P2/c with a = 21.609(2) , b = 4.060(1) , c = 21.606(2) , beta = 112.805(1)A degrees, V = 1747.4(3) (3), Z = 2, D (c) = 1.320 Mg m(-3), mu = 0.101 mm(-1), F(000) = 732, M (r) = 694.68, the final R (1) = 0.0879 and wR (2) = 0.1872 for 8091 observed reflections with I > 2 sigma(I). The structural analysis reveals that compound 1 center dot 2DMF contains one tetramethyl 5,5'-(terephthaloylbis-(azanediyl))-diisophthalate and two N,N-dimethylformamide solvent molecules. A 3D supramolecular structure of 1 center dot 2DMF is constructed by multiply intermolecular C-H center dot center dot center dot O H-bonds and pi-pi stacking interactions. In addition, compound 1 exhibits a strong blue fluorescence at 413 nm in the solid state at room temperature. An aroyl acylamide compound, tetramethyl 5,5'-(terephthaloylbis(azanediyl))-diisophthalate (1), has been prepared and characterized by elemental analysis, FT-IR, H-1-NMR, ESI-MS, single-crystal X-ray diffraction and fluorescence spectra.