In order to obtain new fluorophores potentially useful in imidazole labeling and subsequent conjugation, a small series of Morita–Baylis–Hillman acetates (3a–c) was designed, synthesized, and reacted with imidazole. The optical properties of the corresponding imidazole derivatives 4a–c were analyzed both in solution and in the solid state. Although the solutions display a very weak emission, the powders show a blue emission, particularly enhanced in the case of compound 4c possessing two methoxy groups in the cinnamic scaffold. The photophysical study confirmed the hypothesis that the molecular rigidity of the solid state enhances the emission properties of these compounds by triggering the restriction of intramolecular motions, paving the way for their applications in fluorogenic labeling.

中文翻译：

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咪唑反应性分子的开发导致基于肉桂酸酯骨架的新的聚集诱导的发射荧光团。

为了获得可能在咪唑标记和随后的偶联中有用的新荧光团，设计，合成了少量的森田-贝利斯-希尔曼乙酸酯（3a–c），并使其与咪唑反应。相应的咪唑衍生物4a–c的光学性质均在溶液和固态下进行了分析。尽管溶液显示出非常弱的发射光，但粉末显示出蓝色发射光，在化合物4c的情况下尤其明显在肉桂酸酯支架中具有两个甲氧基。光物理研究证实了这样一个假设，即固态分子的刚性通过触发分子内运动的限制来增强这些化合物的发射性能，为它们在荧光标记中的应用铺平了道路。