Scholarlink

<p>The mechanistic and kinetic studies on the oxidation of cyclic olefins were carried out employing the DFT in chloroform media. Although the Alder-Eno reactions are important in organic synthesis, the reaction mechanism in these reactions has not yet been thoroughly studied. According to the results, the two-step mechanism was the only route in the oxidation of cyclic olefins when the reaction was endocyclic in all the cyclic olefins under study. In the case of the reaction between cyclic olefins and singlet oxygen when there is an exocyclic substituent in a double bond, the main mechanism was concerted. According to the kinetic results of the reaction between cyclic olefins and singlet oxygen, the concerted mechanism had the lower barrier of reaction, and hence, the concerted mechanism was faster when both considered routes were competing. Considering the results, the origin of the reaction mechanism preference on the olefin oxidation by singlet oxygen was discussed.</p>

错误：搜索内容不能为空，请输入英文关键词
错误：关键词超出字数限制，请精简
高级检索

Mechanistic and kinetic study on reactions of cycloalkenes and singlet oxygen

  • 期刊论文

  • 发表日期：

    2025年2月25日

查看全文
  • Guillermo Mendoza,
  • Jorge M. Ortiz-Escarza,
  • Irene Lagunes,
  • César Espinoza,
  • Ángel Trigos,
  • Manuel E. Medina

摘要

The mechanistic and kinetic studies on the oxidation of cyclic olefins were carried out employing the DFT in chloroform media. Although the Alder-Eno reactions are important in organic synthesis, the reaction mechanism in these reactions has not yet been thoroughly studied. According to the results, the two-step mechanism was the only route in the oxidation of cyclic olefins when the reaction was endocyclic in all the cyclic olefins under study. In the case of the reaction between cyclic olefins and singlet oxygen when there is an exocyclic substituent in a double bond, the main mechanism was concerted. According to the kinetic results of the reaction between cyclic olefins and singlet oxygen, the concerted mechanism had the lower barrier of reaction, and hence, the concerted mechanism was faster when both considered routes were competing. Considering the results, the origin of the reaction mechanism preference on the olefin oxidation by singlet oxygen was discussed.