Synthesis, X-ray crystal structure and optical properties of novel 2,5-diaryl-1,3,4-oxadiazole derivatives containing substituted pyrazolo[1,5-a]pyridine units |
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Authors: | He YangJinglin Mu Xia ChenLei Feng Jiong Jia Jianwu Wang |
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Affiliation: | a School of Chemistry and Chemical Engineering, Shandong University, 27 Shanda Nanlu, Jinan 250100, Shandong, PR China b State Key Laboratory of Crystal Materials, Shandong University, Jinan 250100, PR China |
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Abstract: | A series of pyrazolo[1,5-a]pyridine-containing 2,5-diaryl-1,3,4-oxadiazole derivatives were synthesized and their structures were characterized by IR, 1H NMR and HRMS spectra. The crystal structure of 3a was determined using single crystal X-ray crystallography. Its spatial structure was found to be monoclinic, and all aromatic rings were approximately coplanar, which allowed conjugation. The absorption results showed that compounds 1a-f presented their absorption peaks ranging from 264 nm to 290 nm, while compounds 3a-f with a larger conjugation system exhibited red-shifted absorption character (absorption maxima between 283 nm and 303 nm) compared to the corresponding absorption of 1a-f. Fluorescence spectra revealed that these compounds exhibited blue fluorescence (421-444 nm) in dilute solutions and showed quantum yields of fluorescence between 0.32 and 0.83 in dichloromethane. |
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Keywords: | Pyrazolo[1,5-a]pyridine 1,3,4-Oxadiazole Fluorescence Absorption Crystal structure Heterocycle |
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