Aromaticity in Isoelectronic Analogues of Benzene, Carborazine and Borazine, from Electronic Structure and Magnetic Property

作者：Yang Wu, Xiufen Yan, Zeyu Liu, Tian Lu, Mengdi Zhao, Jingbo Xu, Jiaojiao Wang · 发表于：Chemistry - A European Journal · 年份：2024 · DOI：10.1002/chem.202403369 · 被引用次数：25 · 研究领域：Synthesis and Properties of Aromatic Compounds、Synthesis and characterization of novel inorganic/organometallic compounds、Boron and Carbon Nanomaterials Research

). The aromatic character of borazine have basically reached a consensus after a long period of controversy, but the related properties of carborazine are even rarely reported. In this work, we systematically investigated the geometric structure, charge distribution, frontier molecular orbital characteristics, bonding, electronic delocalization, magnetic shielding effect, and induced ring current of carborazine and borazine, and compared the studied characteristics with those of benzene to determine the aromatic character of the two analogues. The combination of multiple properties shows that although they are isoelectronic, carborazine is evidently aromatic, while borazine only exhibits rather weak aromaticity. The C atom acting as a connecting bridge between B and N atoms in carborazine reduces the electronegativity difference on the molecular backbone and enhances the electronic delocalization over the conjugated path, which is the essence of the distinct disparity of aromaticity between carborazine and borazine.