Nucleofugality of Leaving Groups

被引:13
|
作者
Matic, Mirela [1 ]
Denegri, Bernard [1 ]
Juric, Sandra [1 ]
Kronja, Olga [1 ]
机构
[1] Univ Zareb, Fac Pharm & Biochem, Ante Kovacica 1, HR-10000 Zagreb, Croatia
关键词
nucleofugality; electrofugality; leaving group; solvolysis; SOLVOLYTIC BEHAVIOR; ALIPHATIC CARBOXYLATES; BENZHYDRYL DERIVATIVES; APROTIC-SOLVENTS; REACTIVITY; RATES; NUCLEOPHILICITY; PARTICIPATION; BENZOATES; MIXTURES;
D O I
10.5562/cca3283
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this short authors' review, a method for determining experimental and calculated nucleofugalities of leaving groups in a given solvents according to LFER equation log k = s(f) (N-f + E-f) is presented. Also, a comprehensive overview of the experimental and calculated nucleofuges specific parameters (N-f and s(f)) for various negatively charged and neutral leaving groups is shown. Some applications of the above method have been demonstrated: use of the electrofugalitiy and nucleofugality scales to estimate the reactivities of a variety of substrates in various solvents, as well as assessment whether a given substrate is stable in a given solvent for a sufficent amount of time, which may indicate if the substrate can be handled in the solvent of choice during synthetic and other procedures. The method can also be used to establish whether the relative reactivity of leaving groups depends on the electrofuge moiety of the substrate.
引用
收藏
页码:571 / 581
页数:11
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