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. Issue 57 (27th June 2022)

• Record Type: Journal Article
• Authors: Poskin, Thomas J.; Piscelli, Bruno A.; Yoshida, Keigo; Cordes, David B.; Slawin, Alexandra M. Z.; Cormanich, Rodrigo A.; Yamada, Shigeyuki; O'Hagan, David
• Is Part Of: Chemical communications. Volume 58:Issue 57(2022)
• Page Start: 7968
• Page End: 7971
• Publication Date: 2022-06-27
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d2cc03010a
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : The supramolecular stacking of all- syn -1, 3, 5-trifluoro-2, 4, 6-trialkylcyclohexanes is dictated by polar triaxial C–F bonds. 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.