Recently, five-membered ring fluorides (c-C₅Fs) have been significantly desirable in green chlorofluorocarbon substitutes due to their practically flexible application in various fields and environmental friendliness. Detailed knowledge regarding different substitution effects on their environmental properties and thermal stability is very limited due to their high-cost experiments. Here, comprehensive density functional theory and ab initio molecular dynamics calculations were performed to explore the relative electrophilic and nucleophilic reactivity and thermostability of c-C₅F chemicals. The electronic properties induced by substitution effects of c-C₅Fs were first explored. The environmental friendliness of c-C₅Fs including 1,1,2,2,3,3-hexafluorocyclopentane (F6A), 1,1,2,2,3,3,4-heptafluorocyclopentane (F7A), cis-1,1,2,2,3,3,4,5-octafluorocyclopentane (F8A), 3,3,4,4,5,5-hexafluorocyclopentene (F6E), 1,3,3,4,4,5,5-heptafluorocyclopentene (F7E), octafluorocyclopentene (F8E), 1-chloro-3,3,4,4,5,5-hexafluorocyclopent-1-ene (F6-1), and 1-chloro-2,3,3,4,4,5,5-heptafluorocyclopent-1-ene (F7-1) was validly confirmed. Besides, their thermal stabilities at 600 K temperature were concluded due to their flexible carbon skeletons, where both in-plane stability and slight aromaticity of F6E were in peculiar found to contribute substantially. We also would like to stress the future application of F6-1 due to its significant out-plane stability. This study may pave the way for the development of chlorofluorocarbon substitutes.

中文翻译：

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取代对五元环氟化物反应活性和热稳定性的影响

近年来，五元环氟化物（cC ₅ Fs）因其在各个领域的实际灵活应用和环境友好性而成为绿色氯氟烃替代品的重要替代品。由于实验成本高昂，关于不同替代对其环境特性和热稳定性的影响的详细知识非常有限。在这里，进行了综合密度泛函理论和从头算分子动力学计算，以探索 cC ₅ F 化学品的相对亲电和亲核反应性以及热稳定性。首先探索了由cC ₅ Fs的取代效应引起的电子特性。_{cC 5} Fs的环境友好性包括1,1,2,2,3,3-六氟环戊烷(F6A)、1,1,2,2,3,3,4-七氟环戊烷(F7A)、cis-1,1、 2,2,3,3,4,5-八氟环戊烷（F8A）、3,3,4,4,5,5-六氟环戊烯（F6E）、1,3,3,4,4,5,5-七氟环戊烯（ F7E)、八氟环戊烯(F8E)、1-氯-3,3,4,4,5,5-六氟环戊-1-烯(F6-1)和1-氯-2,3,3,4,4， 5,5-七氟环戊-1-烯(F7-1)得到有效确认。此外，它们在 600 K 温度下的热稳定性归因于其柔性碳骨架，其中特别发现 F6E 的面内稳定性和轻微芳香性对其有很大贡献。我们还想强调 F6-1 的未来应用，因为它具有显着的面外稳定性。这项研究可能为氯氟烃替代品的开发铺平道路。