Single Electron Transfer (SET) Pathway: Nucleophilic Substitution Reaction of 4-Chloro-7-nitrobenzofurazan with Anilines in MeOH-MeCN Mixtures

被引：4

作者：

Choi, Hojune ^{[1
,2
]}

Yang, Kiyull ^{[1
,2
]}

Lee, Sang-Gyeong ^{[1
,2
]}

Lee, Jong Pal ^{[3
]}

Koo, In Sun ^{[1
,2
]}

机构：

[1] Gyeongsang Natl Univ, Dept Chem Educ, Jinju 660701, South Korea

[2] Gyeongsang Natl Univ, Res Inst Nat Sci, Jinju 660701, South Korea

[3] Dong A Univ, Dept Chem, Pusan 604714, South Korea

来源：

BULLETIN OF THE KOREAN CHEMICAL SOCIETY | 2010年 / 31卷 / 10期

关键词：

Single electron transfer (SET) pathway; SNAr-Ad.E mechanism; Structure-reactivity correlations; Hydrogen bond; Isodielectric solvents; MECHANISM; KINETICS; SOLVENT; AMINES; ACIDITIES; COMPLEXES; VALUES; IONS;

D O I：

10.5012/bkcs.2010.31.10.2801

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A nucleophilic substitution reaction of 4-chloro-7-nitrobenzofurazan (NBF-Cl) with anilines in MeOH-MeCN mixtures was conducted at 25, 35, and 45 degrees C. Based on the higher beta(nuc) values (1.0 - 1.6) of the reaction and a good correlation of the rate constants with the reduction potentials of the aniline nucleophiles, the present reaction was initiated by a single electron transfer (SET). After this step, the reaction proceeds through a transition state similar to the normal SNAr-Ad.E pathway.

引用

页码：2801 / 2805

页数：5

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