1,1-Difluoro-3-aryl(heteroaryl)-1<i>H</i>-pyrido[1,2-<i>c</i>][1,3,5,2]oxadiazaborinin-9-ium-1-uides: synthesis; structure; and photophysical, electrochemical, and BSA-binding studies
作者:Helio G. Bonacorso、Tainara P. Calheiro、Bernardo A. Iglesias、Thiago V. Acunha、Steffany Z. Franceschini、Alex Ketzer、Alexandre R. Meyer、Letícia V. Rodrigues、Pablo A. Nogara、João B. T. Rocha、Nilo Zanatta、Marcos A. P. Martins
DOI:10.1039/c7nj04032f
日期:——
5,2]oxadiazaborinin-9-ium-1-uides (2)—in which aryl(heteroaryl) = phenyl, 4-MeC6H4, 4-N(CH3)2C6H4, 4-NO2C6H4, 2-naphthyl, and 2-thienyl—as pyridine-based boron heterocycles with variable ligand structures. The heterocycles 2 were easily synthesized at yields of 51–70% from reactions—at room temperature for 24 h—of simple N-(pyridin-2-yl)benzamides (1) with BF3·Et2O, and they were fully characterized
本文介绍了一系列的六个实例的1,1-二氟-3-芳基(杂芳基)-1 H-吡啶基[1,2- c ] [1,3,5,2]恶二氮杂卟啉-9-ium-1- uides(2)-in其中芳基(杂芳基)=苯基,4--MEC 6 ħ 4,4-N(CH 3)2 C ^ 6 ħ 4,4-NO 2 C ^ 6 ħ 4,2-萘基,和2-噻吩基-具有可变配体结构的吡啶基硼杂环。杂环2可以通过简单的N-(吡啶-2-基)苯甲酰胺在室温下反应24小时而容易地以51-70%的产率合成(1)和BF 3 ·Et 2 O,并通过1 H-,13 C-,19 F-和11 B-NMR光谱,GC-MS和X射线衍射法对其进行了全面表征。确定并讨论了2的光学和电化学性质(紫外可见光谱,荧光光谱,量子产率计算,斯托克斯位移,氧化还原电势和DFT计算)。进行了新复合物2的BSA结合实验和分子对接研究,并将它们相互关联。