Janus faced fluorocyclohexanes for supramolecular assembly: synthesis and solid state structures of equatorial mono-, di- and tri alkylated cyclohexanes and with tri-axial C–F bonds to impart polarity

Thomas J. Poskin, Bruno A. Piscelli, Keigo Yoshida, David B. Cordes, Alexandra M. Z. Slawin, Rodrigo A. Cormanich, Shigeyuki Yamada, David O'Hagan*

*Corresponding author for this work

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Abstract

Concise and general synthesis protocols are reported to generate all-syn mono-, di- and tri-alkylated cyclohexanes where a single fluorine is located on the remaining carbons of the ring. The alkyl groups are positioned to lie equatorially and to have triaxial C–F bonds imparting polarity to these ring systems. Intermolecular electrostatic interactions in the solid-state structure of the trialkylated systems are explored and the resultant supramolecular order opens up prospects for design in soft materials.
Original languageEnglish
Pages (from-to)7968-7971
Number of pages4
JournalChemical Communications
Volume58
Issue number57
Early online date20 Jun 2022
DOIs
Publication statusPublished - 21 Jul 2022

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