Bauri Somnath, Ramachandran Arya, Rit Arnab
Department of Chemistry, Indian Institute of Technology Madras, Chennai, 600036, India.
Chemistry. 2024 Mar 20;30(17):e202303744. doi: 10.1002/chem.202303744. Epub 2024 Feb 1.
An unprecedented non-AAIPEX protocol has been developed to access diverse monosubstituted cationic polycyclic heteroaromatic compounds (cPHACs) from the readily available azolium salts and phenacyl bromides via Ru(II)-catalyzed tandem annulation cum aromatization. This atom-economic protocol executes a range of intermediate steps e. g. double C-H activation, nucleophilic addition, annulation, and dehydration cum aromatization in one-pot manner under the generation of HO as the sole byproduct. Moreover, the systematic tunability of photo-physical and electrochemical properties of these new class of cPHACs can be authenticated from the DFT calculated frontier molecular orbital energies that might be beneficial for their potential applications in optoelectronics and DNA intercalation.
已经开发出一种前所未有的非AAIPEX方案，通过Ru（II）催化的串联环化兼芳构化反应，从容易获得的唑盐和苯甲酰溴中获取各种单取代阳离子多环杂芳族化合物（cPHACs）。这种原子经济的方案以一锅法执行一系列中间步骤，例如双C-H活化、亲核加成、环化以及脱水兼芳构化，仅产生HO作为唯一副产物。此外，这些新型cPHACs的光物理和电化学性质的系统可调性可以通过DFT计算的前沿分子轨道能量得到验证，这可能有利于它们在光电子学和DNA插入方面的潜在应用。
