Paper
Cubane derivatives 1. Synthesis and molecular structures of the esters of 1,4-cubanedicarboxylic acid
Published Apr 1, 1994 · DOI · L. Eremenko, L. Romanova, M. Ivanova
Russian Chemical Bulletin
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Abstract
An effective method of esterification of 1,4-cubanedicarboxylic acid with alkylsulfuric acids is proposed. The derivatives of alkanols with substantially different pKa Valus are obtained in high yields. Molecular structures of the esters obtained are confirmed by various methods. The X-ray study showed a remarkable effect of the nature of an alkyl radical on the geometry of the cubane core.
Esterification of 1,4-cubanedicarboxylic acid with alkylsulfuric acids effectively produces high yields of alkanol derivatives with different pK_a Valus, revealing a significant effect of alkyl radical nature on cubane core geometry.
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