Synthesis, NMR, X-ray and UV/Vis characterization and preliminary luminescence study of some boron β-iminoenolates having 6-aminocoumarin moiety
Synthesis, NMR, X-ray and UV/Vis characterization and preliminary luminescence study of some boron β-iminoenolates having 6-aminocoumarin moiety
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DOI：
10.1016/j.jorganchem.2015.11.016
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发表时间：
2016-01-15
影响因子：
2.3
通讯作者：
Ruzickova, Zdenka
中科院分区：
文献类型：
--
作者：
Dousova, Hana;Simunek, Petr;Ruzickova, Zdenka
以母体β -二羰基化合物与6-氨基香豆素缩合为原料，制备了5种香豆素基极化乙烯（漆胺酮类、漆胺酯类和漆胺酰胺类）。将极化后的乙烯与合适的三价硼源反应得到相应的具有BF2或BPh2片段的β -亚氨基烯醇化硼。用溶液多核磁共振、单晶x射线衍射和紫外可见光谱对所制亚胺烯醇酯进行了表征。对亚胺烯醇酯及其母体胺进行了初步的发光研究。该化合物在固态和在77 K冷冻的2-甲基四氢呋喃中均表现出荧光。探索性试验表明，所测化合物具有良好的AIE/AIEE性能。另一方面，在溶液状态下没有观察到荧光（只有一个例外）。(C) 2015 Elsevier B.V.版权所有
Five coumarin-based polarized ethylenes (enaminoketones, enaminoester and enaminoamide) were prepared using the condensation of the parent beta-dicarbonyl compounds with 6-aminocoumarin. Reaction of the polarized ethylenes with an appropriate source of trivalent boron gave corresponding boron beta-iminoenolates having either BF2 or BPh2 fragment. The prepared iminoenolates were characterized by means of multinuclear magnetic resonance in solution, single-crystal X-ray diffraction and UV/Vis spectroscopy. A preliminary luminescence study of the iminoenolates as well as their parent enamines was done. The compounds exhibited fluorescence in a solid state as well as in a frozen 2-methyltetrahydrofuran at 77 K. Exploratory tests showed promising AIE/AIEE properties of the tested compounds. On the other hand, no fluorescence in a solution state (with one exception) was observed. (C) 2015 Elsevier B.V. All rights reserved.