V. Samoshin, V. A. Chertkov, Lidia P. Vatlina
Jun 3, 1996
Citations
0
Influential Citations
29
Citations
Journal
Tetrahedron Letters
Abstract
Abstract 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.