Synthesis of new substituted benzaldazine derivatives,hydrogen bonding-induced supramolecular structures and luminescent properties |
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Authors: | Li Wang Qing Su Qiaolin Wu Wei Gao Ying Mu |
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Institution: | State Key Laboratory of Supramolecular Structure and Materials, School of Chemistry, Jilin University, 2699 Qianjin Street, Chang Chun 130012, People''s Republic of China |
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Abstract: | Syntheses of three benzaldazine compounds 1–3 with the general formula Ar1(CH = N–N = HC)Ar2 (Ar1 = Ar2 = 2-OH-3,5-tBu2C6H2 (1), Ar1 = Ar2 = 2-BrC6H4 (2), Ar1 = ortho-C6H4(NHC6H3-Me2-2,6), Ar2 = C6H4F-2 (3)) are described. All compounds were characterized by elemental analysis, 1H NMR, 13C NMR, IR spectroscopy and single-crystal X-ray crystallography. The different supramolecular structures were obtained through different weak interactions (C ? H···O, O ? H···N and π···π interactions for 1; C ? H···Br and Br···Br interactions for 2; C ? H···F and C ? H···N interactions for 3). Compound 1 shows solvent-dependent fluorescent properties with blue to green emission on the increasing of the solvent polarity. Compounds 2, 3 show blue photoluminescence in different solvents. |
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