Supramolecular packing of alkyl substituted Janus face all- cis 2,3,4,5,6-pentafluorocyclohexyl motifs.

Autor:	Clark JL; School of Chemistry, University of St Andrews North Haugh, St Andrews, Fife KY16 9ST UK do1@st-andrews.ac.uk., Taylor A; Department of Chemical Engineering, University College London Torrington Place London WC1E 7JE UK., Geddis A; School of Chemistry, University of St Andrews North Haugh, St Andrews, Fife KY16 9ST UK do1@st-andrews.ac.uk., Neyyappadath RM; School of Chemistry, University of St Andrews North Haugh, St Andrews, Fife KY16 9ST UK do1@st-andrews.ac.uk., Piscelli BA; Chemistry Institute, University of Campinas Monteiro Lobato Street, Campinas Sao Paulo 13083-862 Brazil., Yu C; School of Chemistry, University of St Andrews North Haugh, St Andrews, Fife KY16 9ST UK do1@st-andrews.ac.uk., Cordes DB; School of Chemistry, University of St Andrews North Haugh, St Andrews, Fife KY16 9ST UK do1@st-andrews.ac.uk., Slawin AMZ; School of Chemistry, University of St Andrews North Haugh, St Andrews, Fife KY16 9ST UK do1@st-andrews.ac.uk., Cormanich RA; Chemistry Institute, University of Campinas Monteiro Lobato Street, Campinas Sao Paulo 13083-862 Brazil., Guldin S; Department of Chemical Engineering, University College London Torrington Place London WC1E 7JE UK., O'Hagan D; School of Chemistry, University of St Andrews North Haugh, St Andrews, Fife KY16 9ST UK do1@st-andrews.ac.uk.
Jazyk:	angličtina
Zdroj:	Chemical science [Chem Sci] 2021 Jun 04; Vol. 12 (28), pp. 9712-9719. Date of Electronic Publication: 2021 Jun 04 (Print Publication: 2021).
DOI:	10.1039/d1sc02130c
Abstrakt:	This study uses X-ray crystallography, theory and Langmuir isotherm analysis to explore the conformations and molecular packing of alkyl all- cis 2,3,4,5,6-pentafluorocyclohexyl motifs, which are prepared by direct aryl hydrogenations from alkyl- or vinyl-pentafluoroaryl benzenes. Favoured conformations retain the more polar triaxial C-F bond arrangement of the all- cis 2,3,4,5,6-pentafluorocyclohexyl ring systems with the alkyl substituent adopting an equatorial orientation, and accommodating strong supramolecular interactions between rings. Langmuir isotherm analysis on a water subphase of a long chain fatty acid and alcohol carrying terminal all- cis 2,3,4,5,6-pentafluorocyclohexyl rings do not show any indication of monolayer assembly relative to their cyclohexane analogues, instead the molecules appear to aggregate and form higher molecular assemblies prior to compression. The study indicates the power and potential of this ring system as a motif for ordering supramolecular assembly. Competing Interests: There are no conflicts to declare. (This journal is © The Royal Society of Chemistry.)
Databáze:	MEDLINE
Externí odkaz:	Zobrazit plný text záznamu