Electrophilicity and nucleophilicity of commonly used aldehydes

被引：23

作者：

Pratihar, Sanjay ^{[1
]}

机构：

[1] Tezpur Univ, Dept Chem Sci, Napaam 784028, Asaam, India

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2014年 / 12卷 / 30期

关键词：

PERMANGANATE OXIDATION; REACTIVITY; INDEX; ELECTRONEGATIVITY; MECHANISMS; HARDNESS; METALS; SCALES; DFT;

D O I：

10.1039/c4ob00555d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The present approach for determining the electrophilicity (E) and nucleophilicity (N) of aldehydes includes a kinetic study of KMNO4 oxidation and NaBH4 reduction of aldehydes. A transition state analysis of the KMNO4 promoted aldehyde oxidation reaction has been performed, which shows a very good correlation with experimental results. The validity of the experimental method has been tested using the experimental activation parameters of the two reactions. The utility of the present approach is further demonstrated by the theoretical versus experimental relationship, which provides easy access to E and N values for various aldehydes and offers an at-a-glance assessment of the chemical reactivity of aldehydes in various reactions.

引用

页码：5781 / 5788

页数：8

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