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dc.contributor.authorClark, Joshua
dc.contributor.authorTaylor, Alaric
dc.contributor.authorGeddis, Ailsa
dc.contributor.authorNeyyappadath, Rifahath Mon
dc.contributor.authorPiscelli, Bruno
dc.contributor.authorYu, Cihang
dc.contributor.authorCordes, David Bradford
dc.contributor.authorSlawin, Alexandra Martha Zoya
dc.contributor.authorCormanich, Rodrigo
dc.contributor.authorGuldin, Stefan
dc.contributor.authorO'Hagan, David
dc.date.accessioned2021-06-28T20:30:11Z
dc.date.available2021-06-28T20:30:11Z
dc.date.issued2021-06-04
dc.identifier.citationClark , J , Taylor , A , Geddis , A , Neyyappadath , R M , Piscelli , B , Yu , C , Cordes , D B , Slawin , A M Z , Cormanich , R , Guldin , S & O'Hagan , D 2021 , ' Supramolecular packing of alkyl substituted Janus face all- cis 2,3,4,5,6-pentafluorocyclohexyl motifs ' , Chemical Science , vol. Advance Article . https://doi.org/10.1039/D1SC02130Cen
dc.identifier.issn2041-6520
dc.identifier.otherPURE: 274800606
dc.identifier.otherPURE UUID: 23c7f064-bcef-4d4a-b68b-04b20b819ae6
dc.identifier.otherORCID: /0000-0002-0510-5552/work/96489380
dc.identifier.otherORCID: /0000-0002-9527-6418/work/96489388
dc.identifier.otherORCID: /0000-0002-5366-9168/work/96489429
dc.identifier.otherWOS: 000664676300001
dc.identifier.otherScopus: 85111103275
dc.identifier.urihttp://hdl.handle.net/10023/23433
dc.descriptionWe thank EPSRC for a grant (EP/R013799/1) and for a Studentship (JC) through the CRITICAT Centre for Doctoral training (CDT). FAPESP is also gratefully acknowledged for a studentship (BAP, #2019/03855-3), and a Young Research Award (RAC, #2018/03910-1). CENAPAD-SP, CESUP and SDumont are acknowledged for computational clusters used in theory calculations.en
dc.description.abstractThis 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.
dc.format.extent8
dc.language.isoeng
dc.relation.ispartofChemical Scienceen
dc.rightsCopyright © 2021 The Author(s). Open Acess article. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.en
dc.subjectQD Chemistryen
dc.subjectDASen
dc.subject.lccQDen
dc.titleSupramolecular packing of alkyl substituted Janus face all-cis 2,3,4,5,6-pentafluorocyclohexyl motifsen
dc.typeJournal articleen
dc.description.versionPublisher PDFen
dc.contributor.institutionUniversity of St Andrews.School of Chemistryen
dc.contributor.institutionUniversity of St Andrews.EaSTCHEMen
dc.contributor.institutionUniversity of St Andrews.Biomedical Sciences Research Complexen
dc.identifier.doihttps://doi.org/10.1039/D1SC02130C
dc.description.statusPeer revieweden


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