Anton V. Chernykh, O. Olifir, Yuliya O. Kuchkovska
Sep 1, 2020
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0
Influential Citations
8
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Journal
The Journal of organic chemistry
Abstract
A series of all twelve cis- and trans-cyclopropanecarboxylic acids and cyclopropylamines bearing CH2F-, CHF2- and CF3-substituents was synthesized by different methods on a multigram scale. Dissociation constants (pKa) and logP values were measured for the obtained compounds or their derivatives in order to evaluate the influence of the type and relative position of fluoroalkyl substituents on acidity and lipophilicity of monofunctionalized cyclopropanes. Analysis of selected products by X-ray crystallography was carried out to obtain a better insight into observed differences in physicochemical properties.