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Cubane derivatives 1. Synthesis and molecular structures of the esters of 1,4-cubanedicarboxylic acid
Authors:L. T. Eremenko  L. B. Romanova  M. E. Ivanova  I. L. Eremenko  S. E. Nefedov  Yu. T. Struchkov
Affiliation:(1) Institute of Chemical Physics, Russian Academy of Sciences, 142432 Chemogolovka, Russian Federation;(2) A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 117813 Moscow, Russian Federation
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.Translated fromIzyestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp.668–672, April, 1994.The authors thank Dr. G. V. Lagodzinskaya for analyzing the NMR spectra and for useful discussions.
Keywords:1,4-cubanedicarboxylic acid  esterification  alkylsulfuric acids  X-ray method
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