Axially Chiral Sulfonic Acids for Bronsted Acid Catalysis: 8-Benzoimidazolylnaphthalene-1-sulfonic Acids and Their Derivatives

被引：1

作者：

Tomanova, Monika ^{[1
]}

Vankova, Iva ^{[1
]}

Toman, Daniel ^{[1
]}

Pribylka, Adam ^{[1
]}

Nemec, Ivan ^{[2
]}

Cankar, Petr ^{[1
]}

机构：

[1] Palacky Univ, Fac Sci, Dept Organ Chem, Olomouc 77146, Czech Republic

[2] Palacky Univ, Fac Sci, Dept Inorgan Chem, Olomouc 77146, Czech Republic

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 13期

关键词：

RESOLUTION;

D O I：

10.1021/acs.joc.3c00818

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new type of axiallychiral sulfonic acid was developed.The synthesisis based on cheap commercially available materials and a practicalmethod for optical resolution via diastereomeric salt formation, whichcan provide both enantiomers. Eleven benzoimidazolylnaphthalenesulfonicacids were prepared and four of them were isolated as pure and stableatropisomers. Moreover, several of these sulfonic acids were transformedinto triflyl imides to further expand the range of dissociation constants.

引用

页码：9265 / 9276

页数：12

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