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 PoskinBruno A PiscelliKeigo YoshidaDavid Bradford CordesAlexandra M Z SlawinRodrigo A CormanichShigeyuki YamadaDavid O'HaganPublished in: Chemical communications (Cambridge, England) (2022)
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.