光开关二态氯化希夫碱的实验和理论联合研究

IF 3.3 3区 化学 Q2 CHEMISTRY, PHYSICAL
Aijaz A. Dar, Aadil A. Ahangar, Cherumannil Femina, Asif A. Malik, Jose V. Parambil, Pookkottu K. Sajith
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引用次数: 0

摘要

有机化合物的多态性是一种令人着迷的现象,其应用多种多样。合理开发多态形式具有挑战性,需要进行更多的研究。官能团的微妙变化会导致分子内和分子间相互作用的变化,并促进多态性的产生。我们报告了氯化磺化的 Anil 1 及其结晶的两种多态形式 1a 和 1b,它们是构象多态形式。结构研究表明,构象多态性是由于围绕 C═N-C═C 键的旋转和随后的原向性而产生的,因为平面形式 1a 以酮型存在,而扭曲形式 1b 则以烯醇同分异构体存在。颜色的变化归因于分子共轭程度的不同,而发射切换则是由于分子堆积的变化。为了理解分子堆积并解释其光学特性,我们进行了密度泛函理论(DFT)研究。为了进一步了解卤素原子的性质对电子和光学特性的影响,报告和研究了 1 的溴和碘衍生物。此外,还报告了多晶体的聚集诱导发射(AIE)研究以及对酸、硝基芳烃(如苦味酸)和重金属离子(如 Hg(II))的敏感性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Combined Experimental and Theoretical Investigations of a Photoswitching Dimorphic Chlorinated Schiff Base
Polymorphism in organic compounds is a fascinating phenomenon with diverse applications. Rational development of polymorphic forms is challenging and demands more investigations. Subtle variations in functional groups can lead to variation in intra- as well as intermolecular interactions and promote polymorphism. We report chlorinated sulfonated Anil 1 and its crystallization in two polymorphic forms, 1a and 1b, which are conformational polymorphs. Structural studies reveal conformational polymorphism arises due to rotation about the C═N–C═C bond and subsequent prototropism, as planar form 1a exists in keto while twisted form 1b exists as an enol tautomer. Color variation is attributed to the difference in extent of molecular conjugation, while emission switching arises due to variation in molecular packing. Density functional theory (DFT) studies have been carried out to understand molecular packing and explain optical properties. To further understand the effect of the nature of halogen atoms on electronic and optical properties, bromo and iodo derivatives of 1 have been reported and studied. Aggregation-induced emission (AIE) studies and sensitivity of acids, nitroaromatics like picric acid, and heavy metal ions like Hg(II) have been reported for the polymorphs.
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来源期刊
The Journal of Physical Chemistry C
The Journal of Physical Chemistry C 化学-材料科学:综合
CiteScore
6.50
自引率
8.10%
发文量
2047
审稿时长
1.8 months
期刊介绍: The Journal of Physical Chemistry A/B/C is devoted to reporting new and original experimental and theoretical basic research of interest to physical chemists, biophysical chemists, and chemical physicists.
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