α-氯取代的 2-和 4-吡啶酮的水解：两性离子结构的速率增强。
Hydrolysis of α-chloro-substituted 2- and 4-pyridones: rate enhancement by zwitterionic structure.
机构信息
Department of Chemistry and Biochemistry, San Francisco State University, San Francisco, CA 94132, USA.
出版信息
Bioorg Med Chem Lett. 2012 Jan 15;22(2):1224-5. doi: 10.1016/j.bmcl.2011.11.076. Epub 2011 Dec 3.
Abstract
The hydrolysis of α-chloro-N-methyl-4-pyridone was found to be more than five times faster than that of α-chloro-N-methyl-2-pyridone. Structural studies of 2- and 4-pyridones have revealed the higher polarity and greater extent of zwitterionic content in 4-pyridone. The results are thus consistent with the hypothesis that polarization and higher zwitterionic content in the heterocyclic structures enhances the rate of hydrolysis in α-substituted pyridone and uracil derivatives.
摘要
α-氯-N-甲基-4-吡啶酮的水解速度比α-氯-N-甲基-2-吡啶酮快五倍以上。对 2-和 4-吡啶酮的结构研究表明，4-吡啶酮具有更高的极性和更大的两性离子含量。因此，这些结果与假设一致，即杂环结构中的极化和更高的两性离子含量增强了α-取代吡啶酮和尿嘧啶衍生物的水解速率。
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本文引用的文献
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