Trans-1,2-cyclohexanedicarboxylic acid derivatives as pH-trigger for conformationally controlled crowns

被引：29

作者：

Samoshin, VV

Chertkov, VA

Vatlina, LP

Dobretsova, EK

Simonov, NA

Kastorsky, LP

Gremyachinsky, DE

Schneider, HJ

机构：

[1] MOSCOW MV LOMONOSOV STATE UNIV,DEPT CHEM,MOSCOW 119899,RUSSIA

[2] USHINSKY YAROSLAVL STATE PEDAGOG UNIV,YAROSLAVL 150000,RUSSIA

[3] UNIV SAARLAND,FACHRICHTUNG ORGAN CHEM,D-66041 SAARBRUCKEN,GERMANY

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 23期

关键词：

D O I：

10.1016/0040-4039(96)00761-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Conversion of trans-1,2-cyclohexanedicarboxylic acid derivatives into dianions under the action of strong bases leads to dramatic conformational changes: a conformer with diaxial position of carboxylate groups becomes predominant. Thus the trans-1,2-cyclohexanedicarboxylic acid moiety can be used for pH-induced conformational switching. The conformational energy changes upon protonation amount to 10 kJ/mol. (C) 1996 Elsevier Science Ltd

引用

页码：3981 / 3984

页数：4

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