Araújo Diógenes Mendes, da Costa Tamires Ferreira, Firme Caio Lima
Departamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, 14040-901, Ribeirao Preto, SP, Brazil.
J Mol Model. 2015 Sep;21(9):248. doi: 10.1007/s00894-015-2791-1. Epub 2015 Sep 2.
There are four types of aromaticity criteria: energetic, electronic, magnetic and geometric. The delocalization, density and degeneracy-based index of aromaticity, D3BIA, is an electronic aromaticity index from QTAIM that is not reference dependent and can be used for aromatic, homoaromatic, sigma aromatic and other aromatic systems with varying ring size containing hetereoatoms or not. We used B3LYP, MP2 and MP3 methods to search for linear relations between well-known aromaticity indices and D3BIA for a series of acenes. We found that the D3BIA versus FLU correlation exceeded 91 % and reasonably good correlations exist between D3BIA and HOMA and between D3BIA and PDI. Previous works have shown that D3BIA can be used for homoaromatic systems and tetrahedrane derivatives (sigma aromaticity), but no previous work has validated D3BIA for benzenoid systems. This is the first time we have shown that D3BIA can be used successfully for benzenoid systems, for example, acenes. This work supports and validates the use of D3BIA in classical aromatic systems.
能量标准、电子标准、磁标准和几何标准。基于离域、密度和简并性的芳香性指数D3BIA是一种来自量子拓扑原子分子理论（QTAIM）的电子芳香性指数，它不依赖于参考标准，可用于芳香体系、同芳香体系、σ芳香体系以及其他具有不同环大小且含或不含杂原子的芳香体系。我们使用B3LYP、MP2和MP3方法来寻找一系列并苯的著名芳香性指数与D3BIA之间的线性关系。我们发现D3BIA与FLU的相关性超过91%，并且D3BIA与HOMA以及D3BIA与PDI之间存在合理的良好相关性。先前的研究表明D3BIA可用于同芳香体系和四面体衍生物（σ芳香性），但之前没有研究验证过D3BIA在苯系体系中的适用性。这是我们首次表明D3BIA可成功用于苯系体系，例如并苯。这项工作支持并验证了D3BIA在经典芳香体系中的应用。
