Synthesis, structures, and phototransformations of 3-acyl-2-hetarylchromones with nitroxide substituents

IF 1.7 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY
K. V. Agliulin, A. V. Stepanov, I. A. Zayakin, V. N. Yarovenko, M. M. Krayushkin, E. V. Tretyakov, D. I. Nasyrova, A. O. Ayt, T. M. Valova
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引用次数: 0

Abstract

Methods were developed for the synthesis of hybrid products responsive to both UV irradiation and magnetic stimuli. 2-Furyl-3-acylchromones containing paramagnetic groups (piperidine-N-oxyl and 2-imidazoline-3-oxide-1-oxyl) in the acyl and furanyl moieties of the molecules were prepared. The molecular and crystal structure of the paramagnetic derivative containing the 2-imidazoline-3-oxide-1-oxyl substituent was determined by X-ray diffraction. Short intermolecular contacts between the oxygen and C(2) atoms of the nitronyl nitroxide moieties, at which the spin density of opposite signs is accumulated, were revealed. It was demonstrated that UV irradiation of chromone, containing a paramagnetic moiety isolated from the conjugated benzopyran system, leads to its rearrangement giving a fluorescent product.

含氮氧化物取代基的3-酰基-2-己基色素的合成、结构和光转化
研究了对紫外辐射和磁刺激均有响应的杂化产物的合成方法。在分子的酰基部分和呋喃基部分制备了含有顺磁性基团(哌啶- n -氧基和2-咪唑啉-3-氧基-1-氧基)的2-呋喃基-3-酰基色胺。用x射线衍射测定了含2-咪唑-3-氧化物-1-氧取代基的顺磁衍生物的分子结构和晶体结构。揭示了氧和硝基氮氧化物部分的C(2)原子之间的短分子间接触,在此处积累了相反符号的自旋密度。结果表明,紫外照射含有从共轭苯并吡喃体系中分离出的顺磁片段的色素,会导致其重排,产生荧光产物。
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来源期刊
Russian Chemical Bulletin
Russian Chemical Bulletin 化学-化学综合
CiteScore
2.70
自引率
47.10%
发文量
257
审稿时长
3-8 weeks
期刊介绍: Publishing nearly 500 original articles a year, by leading Scientists from Russia and throughout the world, Russian Chemical Bulletin is a prominent international journal. The coverage of the journal spans practically all areas of fundamental chemical research and is presented in five sections: General and Inorganic Chemistry; Physical Chemistry; Organic Chemistry; Organometallic Chemistry; Chemistry of Natural Compounds and Bioorganic Chemistry.
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