A convenient synthetic route to 2,4,6-tris(chlorosulfonyl)- and 2,4,6-tris(fluorosulfonyl)phenol, aniline and chlorobenzene

被引：12

作者：

Boiko, Vladimir N. ^{[1
]}

Filatov, Andrey A. ^{[1
]}

Yagupolskii, Yurii L. ^{[1
]}

Tyrra, Wieland ^{[2
]}

Naumann, Dieter ^{[2
]}

Pantenburg, Ingo ^{[2
]}

Fischer, Hendrik T. M. ^{[2
]}

Schulz, Frank ^{[2
]}

机构：

[1] Natl Acad Sci Ukraine, Inst Organ Chem, UA-02094 Kiev 94, Ukraine

[2] Univ Cologne, Inst Anorgan Chem, D-50939 Cologne, Germany

来源：

JOURNAL OF FLUORINE CHEMISTRY | 2011年 / 132卷 / 12期

关键词：

Arenes; Sulfonylchlorides; Sulfonylfluorides; Nucleophilic substitution; Synthetic methods; Molecular structures; AROMATIC SULFONYL FLUORIDES; ANIONIC SIGMA-COMPLEXES; METAL PICRATES; DERIVATIVES; CHLORIDES;

D O I：

10.1016/j.jfluchem.2011.06.045

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Convenient and preparative synthetic procedures of 2,4,6-tris(chlorosulfonyl)- and 2,4,6-tris(fluorosulfonyl)phenol, -chlorobenzene and -aniline have been elaborated. Chlorine exchange for fluorine by KF interaction on 2,4,6-tris(chlorosulfonyl)aniline and especially 2,4,6-tris(chlorosulfonyl)phenol proceeds easily and selectively under anhydrous conditions in dioxane. Unlike, 2,4,6-tris(chlorosulfonyl)chlorobenzene transformation requires the presence of water. On the basis of 2,4,6-tris(fluorosulfonyl)phenol and some of its salts, XRD measurements demonstrated the structural similarity to picric acid and its derivatives in the solid state. (C) 2011 Elsevier B.V. All rights reserved.

引用

页码：1219 / 1226

页数：8

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