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Synthesis, X-ray crystal structure and optical properties of novel 2,5-diaryl-l, 3,4-oxadiazole derivatives containing substituted pyrazolo[l,5-a]pyridine units

机译:新型含取代吡唑并[1,5-a]吡啶单元的2,5-二芳基-1,3,4-恶二唑衍生物的合成,X射线晶体结构和光学性质

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摘要

A series of pyrazolo[l,5-a]pyridine-containing 2,5-diaryI-l,3,4-oxadiazole derivatives were synthesized and their structures were characterized by 1R, ~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.
机译:合成了一系列含吡唑并[1,5-a]吡啶的2,5-二芳基-1,3,4-恶二唑衍生物,并通过1R,〜1H NMR和HRMS光谱对其结构进行了表征。使用单晶X射线晶体学测定3a的晶体结构。发现其空间结构为单斜晶,并且所有芳环均近似共面,这允许共轭。吸收结果表明,化合物1a-f的吸收峰在264nm至290nm范围内,而化合物3a-f与较大的共轭体系相比则表现出红移的吸收特性(最大吸收在283nm和303nm之间)。 1a-f的相应吸收。荧光光谱表明,这些化合物在稀溶液中显示蓝色荧光(421-444 nm),并在二氯甲烷中显示0.32至0.83之间的荧光量子产率。

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