Theoretical Study on Enol-keto Tautomerism of α-Fluorine-β-diketones  

作　　者：王艳花 俞庆森 邹建卫 卢运祥 许惠英 

机构地区：[1]College of Biology and Environment engineering, Zhejiang Shuren University [2]Key Laboratory for Molecular Design and Nutrition Engineering of Ningbo City, Ningbo Institute of Technology, Zhejiang University

出　　处：《Chinese Journal of Structural Chemistry》2006年第3期363-367,共5页结构化学（英文）

基　　金：This project was supported by the Natural Science Foundation of China (No. 20502022) and the Ph.D. Fund of Ningbo (No. 2004A610010)

摘　　要：Density Functional Theory method is applied to investigate the enol-keto tautomerism of both acyclic and cyclic α-fluorine-β-diketones. It is shown that, for acyclic cases, α-fluorine could improve the relative stability of keto tautomer by lessening intramolecular hydrogen bond of enol form, whereas the relative stability of cyclic enol could be attributed to two factors： destabilization of keto and stabilization of enol. Furthermore, the relative stabilities of all enol tautomers are improved in THF to different extents.Density Functional Theory method is applied to investigate the enol-keto tautomerism of both acyclic and cyclic α-fluorine-β-diketones. It is shown that, for acyclic cases, α-fluorine could improve the relative stability of keto tautomer by lessening intramolecular hydrogen bond of enol form, whereas the relative stability of cyclic enol could be attributed to two factors： destabilization of keto and stabilization of enol. Furthermore, the relative stabilities of all enol tautomers are improved in THF to different extents.

关 键 词：density functional theory α-fluorine-β-diketones TAUTOMERS 

分 类 号：O621.13[理学—有机化学]