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首页> 外文期刊>Journal of Physical Organic Chemistry >Heterocyclic analogs of phenol as novel potential antioxidants
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Heterocyclic analogs of phenol as novel potential antioxidants

机译:苯酚的杂环类似物作为新型潜在的抗氧化剂

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摘要

Five density functional theory (DFT) methods including B3LYP, B3PW91, MPW1K, MPWB, TPSS1KCIS have beenevaluated by comparing with the experimental 0—H bond dissociation enthalpies (BDEs) of substituted phenols.B3PW91 is found to be the best method, for which the calculation error was 3.62 kJ/mol. Subsequently, the BDEs(0—H) of hydroxyl groups on five- and six-membered heteroatomic aromatic rings have been calculated using the(RO)B3PW91/6-3111-+G(2df,2p)//(U)B3LYP/6-311g(d,p) procedure. In addition, the ionization energy (IE) and protonaffinity [PA(0-)) of these compounds have also been examined. On the basis of our theoretical study, a series ofimidazolols, thiazolols, and oxazolols were studied to assess their antioxidant activities. It was found that 5-oxazololcould be a promising novel antioxidant precursor.
机译:通过与取代酚的0-H键离解焓(BDE)进行比较,评估了五种密度泛函理论(DFT)方法,包括B3LYP,B3PW91,MPW1K,MPWB,TPSS1KCIS。B3PW91是最好的方法,计算误差为3.62kJ / mol。随后,使用(RO)B3PW91 / 6-3111- + G(2df,2p)//(U)B3LYP /计算出五元和六元杂原子芳环上羟基的BDEs(0-H) 6-311g(d,p)程序。此外,还检查了这些化合物的电离能(IE)和质子亲和力[PA(0-))。在理论研究的基础上,研究了一系列咪唑,噻唑和恶唑,以评估其抗氧化活性。发现5-恶唑醇可能是有希望的新型抗氧化剂前体。

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