DFT STUDY OF KETO-ENOL EQUILIBRIUM AND GLOBAL ELECTROPHILICITY OF HYDROXYMALEIMIDE DERIVATIVES

Alexey A. Panov; Панов А. А.

doi:10.31857/S2686953522600325

DFT STUDY OF KETO-ENOL EQUILIBRIUM AND GLOBAL ELECTROPHILICITY OF HYDROXYMALEIMIDE DERIVATIVES

作者: Panov A.A.¹
隶属关系:
1. Gause Institute of New Antibiotics
期: 卷 508, 编号 1 (2023)
页面: 111-116
栏目: PHYSICAL CHEMISTRY
URL: https://journals.eco-vector.com/2686-9535/article/view/652000
DOI: https://doi.org/10.31857/S2686953522600325
EDN: https://elibrary.ru/EVQYQM
ID: 652000

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详细

For 36 3-hydroxymaleimide derivatives energies of enol and keto forms were calculated by DFT method. The results clearly show that with only few exceptions, enol form is energetically more favourable by 16–60 kJ mol^–1, with energy difference depending on 4-substituent. Global electrophilic index was calculated for all the compounds in question, showing that keto form is generally more electrophilic, with electrophilicity strongly dependending on 4-substituent. Two possible structures of hydroxymaleimide anion were evaluated, with deprotonated oxygen atom being the most energetically favourable.

关键词

DFT, pyrrolidinetrione, maleimide, hydroxymaleimide, keto-enol tautomerism

作者简介

Alexey Panov

Gause Institute of New Antibiotics

编辑信件的主要联系方式.
Email: 7745243@mail.ru
Russian, 119021, Moscow

参考

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