<br>异构化稳定能的更新：硫化方法,ACS Omega

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异构化稳定能的更新：硫化方法
ACS Omega ( IF 3.7 ) Pub Date : 2023-12-19 , DOI: 10.1021/acsomega.3c07881
Luis Leyva-Parra ₁ , Ricardo Pino-Rios _{2,

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Affiliation

提出了一种基于将（反）芳环转化为富烯异构体来计算芳族稳定能的替代方法。该富化过程给出的苯单线态值为 34.05 kcal·mol ^–1 ，三线态苯值为 -17.85 kcal·mol ^–1 。另外，苯和富烯的气相生成焓可以使用实验值（只要存在）进行计算，其差值为33.72 kcal·mol ^–1 。另一方面，同样的方法已经在几个六元环上进行了评估，包括那些全取代的、双自由基、吖嗪和无机类似物，得到的结果与使用不同标准的文献中报道的结果一致。此外，可以根据克拉规则区分多环芳烃中环的芳香性。除五元环和七元环外，还可以在各种非苯环（中性环和带电环）中指定（反）芳香族特征。 PAH 中富烯异构体的结构被设定为不考虑非芳香性相关的影响。结果表明， fulvenization方法是一种有效且高效的方法，可以作为现有工具的替代或补充。

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Update for Isomerization Stabilization Energies: The Fulvenization Approach

An alternative approach for calculating aromatic stabilization energies is proposed based on transforming an (anti)aromatic ring into a fulvene isomer. This fulvenization process gives a value of 34.05 kcal·mol^–1 for benzene in the singlet state and a value of −17.85 kcal·mol^–1 in the triplet state. Additionally, it is possible to use experimental values (as long as they exist) for the calculation as the gas-phase formation enthalpies of benzene and fulvene, whose difference is 33.72 kcal·mol^–1. On the other hand, this same approach has been evaluated on several six-membered rings, including those persubstituted, biradicals, azines, and inorganic analogues, giving results in agreement with those reported in the literature using different criteria. Additionally, it is possible to differentiate the aromaticity of the rings in polycyclic aromatic hydrocarbons according to Clar’s rules. Assigning the (anti)aromatic character in various nonbenzenoid rings (neutral and charged), except for five- and seven-membered rings, is also possible. The construction of the fulvene isomers in PAHs is set such that nonaromaticity-related effects are not considered. The results show that the fulvenization approach is an effective and efficient approach that can serve as an alternative or complement to existing tools.

更新日期：2023-12-19

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