Thermodynamic,kinetic, and mechanistic examination of 1,5‐ dihydro‐3,4‐dihydroxy‐2‐pyrrolone derivatives as a new type of antioxidants to mimic vitamin C |
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| Authors: | Lin Yuan Yuan‐Yuan Mu Guang‐Bin Shen Xiao‐Qing Zhu |
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| Affiliation: | 1. The State Key Laboratory of Elemento‐Organic Chemistry, Department of Chemistry, Nankai University, Tianjin, China;2. Collaborative Innovation Center of Chemical Science and Engineering, Nankai University, Tianjin, China |
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| Abstract: | In this work, 1,5‐dihydro‐3,4‐dihydroxy‐2‐pyrrolone derivatives (XH2) and their anions (XH?) were designed and synthesized as the synthetic vitamin C analogs. The thermodynamic driving forces of the 8 possible elementary steps for XH2 to release 2 hydrogen atoms to become X in acetonitrile were determined using experimental methods. The mechanisms and the possible reaction intermediates of XH2 and XH? reacted by DPPH ? in acetonitrile were examined or predicted using the determined thermodynamic analysis combining the kinetics. |
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| Keywords: | kinetics mechanism synthetic vitamin C analog thermodynamic |
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