Alvi Shakeel, Sil Arnab, Maity Sayantan, Singh Vikash, Guchhait Biswajit, Ali Rashid
Department of Chemistry, Jamia Millia Islamia, Jamia Nagar, Okhla, New Delhi 110025, India.
Department of Chemistry, School of Natural Sciences, Shiv Nadar Institution of Eminence, Dadri, Greater Noida, Uttar Pradesh 201314, India.
ACS Omega. 2024 Feb 16;9(8):9098-9108. doi: 10.1021/acsomega.3c07770. eCollection 2024 Feb 27.
In recent years, truxenes and related polyaromatic hydrocarbons (PAHs) have engrossed ample interest of the scientific community because of their ease of synthesis, functionalizations, and use as building blocks for the synthesis of fullerene fragments, liquid crystals, larger polyarenes, and -tripod materials. In the present work, we have disclosed an ingenious method for the construction of various indolo-truxene hybrid molecules in good yields (52-90%), by means of the acid-catalyzed cotrimerization, Friedel-Crafts acylation, and Fischer indole synthesis, and fully characterized them through the standard spectroscopic techniques. The photophysical properties of the thus-prepared compounds have also been investigated using steady-state absorption and fluorescence and time-resolved fluorescence spectroscopy techniques. Moreover, the density functional theory (DFT) and time-dependent DFT (TD-DFT) calculations have been studied to correlate them with the measured photophysical properties of the synthesized indolo-truxene derivatives.
近年来，碗烯及相关多环芳烃（PAHs）因其易于合成、官能化，以及可用作合成富勒烯片段、液晶、更大的多芳烃和三脚架材料的构建单元，而引起了科学界的广泛关注。在本工作中，我们通过酸催化共三聚、傅克酰基化和费歇尔吲哚合成，公开了一种巧妙的方法，以良好的产率（52 - 90%）构建各种吲哚 - 碗烯杂化分子，并通过标准光谱技术对其进行了全面表征。还使用稳态吸收、荧光和时间分辨荧光光谱技术研究了如此制备的化合物的光物理性质。此外，还进行了密度泛函理论（DFT）和含时密度泛函理论（TD - DFT）计算，以将它们与合成的吲哚 - 碗烯衍生物的测量光物理性质相关联。
