Paenurk Eno, Feusi Stefan, Gershoni-Poranne Renana
Laboratorium für Organische Chemie, ETH Zurich, Switzerland.
J Chem Phys. 2021 Jan 14;154(2):024110. doi: 10.1063/5.0038292.
We report on the construction and application of a new bond-current additivity scheme for polybenzenoid hydrocarbons. The method is based on identification of the smaller substructures contained in the system, up to tricyclic subunits. Thus, it enables the prediction of any cata-condensed unbranched polybenzenoid hydrocarbon, using a library consisting of only four building blocks. The predicted bond-currents can then be used to generate Nucleus Independent Chemical Shift (NICS) values, the results of which validate previous observations of additivity with NICS-XY-Scans. The limitations of the method are probed, leading to clearly delineated and apparently constant error boundaries, which are independent of the molecular size. It is shown that there is a relationship between the accuracy of the predictions and the molecular structure and specific motifs that are especially challenging are identified. The results of the additivity method, combined with the transparent description of its strengths and weaknesses, ensure that this method can be used with well-defined reliability for characterization of polybenzenoid hydrocarbons. The resource-efficient and rapid nature of the method makes it a promising tool for screening and molecular design.
我们报告了一种用于多苯型烃的新键电流加和方案的构建与应用。该方法基于识别系统中包含的较小子结构，直至三环亚基。因此，它能够使用仅由四个构建块组成的库来预测任何并苯型无支链多苯型烃。然后，预测的键电流可用于生成核独立化学位移（NICS）值，其结果验证了先前关于NICS-XY扫描加和性的观察。该方法的局限性得到了探究，得出了清晰界定且明显恒定的误差边界，这些边界与分子大小无关。结果表明，预测的准确性与分子结构之间存在关系，并识别出了特别具有挑战性的特定基序。加和性方法的结果，结合对其优缺点的清晰描述，确保了该方法可用于以明确的可靠性表征多苯型烃。该方法资源高效且快速的特性使其成为筛选和分子设计的一个有前景的工具。
