靛红双吡啶腙的 ON/OFF 光刺激：光化学和光谱研究。

ON/OFF Photostimulation of Isatin Bipyridyl Hydrazones: Photochemical and Spectral Study.

机构信息

Faculty of Natural Sciences, Institute of Chemistry, Comenius University, Ilkovičova 6, Mlynská dolina CH-2, SK-842 15 Bratislava, Slovakia.

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Comenius University, Odbojárov 10, SK-832 32 Bratislava, Slovakia.

出版信息

Molecules. 2019 Jul 23;24(14):2668. doi: 10.3390/molecules24142668.

DOI:10.3390/molecules24142668

PMID:31340543

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6680666/

Abstract

Four novel isatin hydrazones containing bipyridyl fragments were synthesized as potential ON/OFF switches. Hydrazone -isomers exhibit high thermal stability. The characteristic photochemical reaction for all studied hydrazones is the - isomerization in CHCl. After irradiation of hydrazones and in dimethylformamide (DMF), the photoreaction products are tautomers. When using light with the appropriate wavelength, the photo-tautomerization reaction is reversible. In these conditions, studied hydrazones have ON/OFF switch properties. In the case of hydrazones and , by alternating heat and light stimulation it is possible to control the isomerization process reversibly. In the presence of fluoride ions, NH hydrogen from the studied hydrazones is cleaved, and the corresponding anions are formed. The resulting anions of -isomers are changed to the corresponding -isomer at room temperature.

摘要

四种含联吡啶片段的新型靛红腙被合成出来作为潜在的开/关开关。腙异构体表现出高的热稳定性。所有研究的腙的特征光化学反应是在 CHCl 中的 -异构化。在腙和在二甲基甲酰胺（DMF）中辐照后，光反应产物是互变异构体。当使用适当波长的光时，光互变异构反应是可逆的。在这些条件下，研究的腙具有开/关开关特性。在腙和的情况下，通过交替热和光刺激可以使异构化过程可逆地控制。在氟离子存在下，研究的腙中的 NH 氢被切断，形成相应的阴离子。所得的 -异构体的阴离子在室温下转化为相应的 -异构体。