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Updated: Sep 19, 2025

Depolymerizable Olefinic Polymers Based on Fused-Ring Cyclooctene Monomers
Published on: December 16, 2022
Synthesis and Physicochemical Properties of Functionalized cis-2-((Fluoro)Alkyl)Cyclobutanes
Anton V Chernykh1,2, Oleksandr S Liashuk3,4, Kyrylo O Kononenko1
1Enamine Ltd., Winston Churchill Street 78, Kyiv, 02094, Ukraine.
Abstract:
Efficient decagram-scale synthesis of (fluoro)alkyl-containing cis-1,2-disubstituted cyclobutane-derived building blocks is described. Starting from commercially available chemicals, target cyclobutylamines, carboxylic acids, and other valuable derivatives are obtained in 3-8 steps on up to a 39 g scale. Physicochemical characterization of the prepared compounds and their model derivatives reveal the distinct features of cis-1,2-disubstituted cyclobutanes (namely, significantly lowered lipophilicity) as compared to their previously reported trans-isomeric counterparts. Computational analysis, along with experimentally obtained structural properties, suggest the decisive influence of the compounds' conformation on the discussed properties.
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