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Fluorescence enhancement of quinolines by protonation

机译：质子化喹啉的荧光增强

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A study of the fluorescence enhancement of isoquinoline, acridine (benzo[ b ]quinoline) and benzo[ h ]quinoline is reported with six organic acids of different p K _(a) values. Protonation was found to be an effective tool in the fluorescence enhancement of quinolines. A significant increase in the fluorescence intensity is observed only when strong acids are used, resulting in an over 50-fold increase in fluorescence with trifluoroacetic or benzenesulfonic acid and isoquinoline in a 1.5?:?1 ratio. The benzenesulfonic acid was found to be the most effective in the protonation of the bases despite its higher p K _(a) value compared to trifluoro- and trichloroacetic acid. The X-ray crystal structures of 14 salts reveal the charge-assisted hydrogen bond O?N distances to vary very little, from 2.560(2)–2.714(3) ?, with the exception of the isoquinolinium benzenesulfonate where the O?N distance of 2.862(7) ? is caused by additional intermolecular interactions in the solid-state.
机译：报道了异喹啉，吖啶（苯并[B]喹啉）和苯并[H]喹啉的荧光增强的研究报告了不同Pκ（a）值的六种有机酸。发现质子化是喹啉荧光增强的有效工具。只有在使用强酸时，才能观察到荧光强度的显着增加，导致三氟乙酸或苯磺酸的荧光增加超过50倍，在1.5？1的比例中。发现苯磺酸是与三氟 - 和三氯乙酸相比其较高的Pκ（a）值的碱基质原料中最有效。 14个盐的X射线晶体结构揭示了电荷辅助氢键O 2距离的距离，从2.560（2）-2.714（3）外，异烯氨基磺酸盐除其中距离2.862（7）？是由固态的额外分子间相互作用引起的。

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