Zborowski Krzysztof K, Poater Jordi
Department of General Chemistry, Faculty of Chemistry, Jagiellonian University, Gronostajowa 2, 30-387 Kraków, Poland.
Departament de Química Inorgànica i Orgànica and Institut de Química Teòrica i Computacional (IQTCUB), Universitat de Barcelona, 08028 Barcelona, Catalonia, Spain.
ACS Omega. 2021 Sep 14;6(38):24693-24699. doi: 10.1021/acsomega.1c03437. eCollection 2021 Sep 28.
Properties of pyrrole and pyridine molecules upon different hydrations were investigated through density functional theory. Complexes of studied molecules with a cluster of 50 water molecules were considered, and the polarizable continuum model of solvation (PCM) was also taken into account. For comparative purposes, all mentioned calculations were repeated for single pyrrole and pyridine molecules and their complexes with one water molecule. Aromaticities of solvated pyrrole and pyridine rings were studied using several geometric- and electronic-based aromaticity criteria. Special attention was paid to studying the properties of formed hydrogen bonds between pyrrole or pyridine and either a single water molecule or several water molecules of the cluster. Overall, a comprehensive description of two very important heterocyclic compounds, that is, pyrrole and pyridine, in both discrete and continuum water solutions, is extensively presented.
通过密度泛函理论研究了吡咯和吡啶分子在不同水合状态下的性质。考虑了所研究分子与包含50个水分子的簇形成的配合物，同时也采用了溶剂化的极化连续介质模型（PCM）。为了进行比较，对单个吡咯和吡啶分子及其与一个水分子形成的配合物重复进行了所有上述计算。使用了几种基于几何和电子的芳香性标准研究了溶剂化吡咯和吡啶环的芳香性。特别关注研究吡咯或吡啶与单个水分子或簇中的几个水分子之间形成的氢键的性质。总体而言，广泛呈现了两种非常重要的杂环化合物即吡咯和吡啶在离散和连续水溶液中的全面描述。
