The synthesis, characterization and optical properties of novel 1,3,4-oxadiazole-containing imidazo[1,5-a]pyridine derivatives

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作者单位: Shandong Univ, Sch Chem & Chem Engn, Jinan 250100, Shandong, Peoples R China Shandong University Taishan Med Univ, Tai An 271016, Shandong, Peoples R China Taishan Medical University

关键词: LIGHT-EMITTING-DIODES ELECTROLUMINESCENT MOLECULES THIOPHENE TRANSPORT EXCHANGE BEHAVIOR DEVICES POTENT REDOX

摘要: A series of novel substituted 1,3,4-oxadiazole derivatives were synthesized by the reaction of 3-butyl-1-chloroimidazo[1,5-a]pyridine-7-carbohydrazide with propionyl chloride and substituted benzoic chloride in the presence of phosphorus oxychloride. The compounds were characterized using IR, H-1 NMR, C-13 NMR and HRMS. Absorption and fluorescence spectra were measured in dichloromethane; an intense absorption maxima was noted at ca. 290 nm and emission maxima was noted at ca. 470 nm. The absorp...更多; A series of novel substituted 1,3,4-oxadiazole derivatives were synthesized by the reaction of 3-butyl-1-chloroimidazo[1,5-a]pyridine-7-carbohydrazide with propionyl chloride and substituted benzoic chloride in the presence of phosphorus oxychloride. The compounds were characterized using IR, H-1 NMR, C-13 NMR and HRMS. Absorption and fluorescence spectra were measured in dichloromethane; an intense absorption maxima was noted at ca. 290 nm and emission maxima was noted at ca. 470 nm. The absorption spectra of the 1,3,4-oxadiazole derivatives reveal that a phenyl and an ethyl group attached to the 1,3,4-oxadiazole ring markedly influenced the maximum absorption. The structures based on density function theory calculation show planar configurations for the compounds. The calculated molecular orbital correlates well with their absorption.收起

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