Supramolecular packing of alkyl substituted Janus face all-cis 2,3,4,5,6-pentafluorocyclohexyl motifs
| العنوان: | Supramolecular packing of alkyl substituted Janus face all-cis 2,3,4,5,6-pentafluorocyclohexyl motifs |
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| المؤلفون: | David O'Hagan, David B. Cordes, Stefan Guldin, Alaric Taylor, Joshua Clark, Ailsa Geddis, Rodrigo A. Cormanich, Bruno Piscelli, Cihang Yu, Rifahath M. Neyyappadath, Alexandra M. Z. Slawin |
| المساهمون: | EPSRC, University of St Andrews. School of Chemistry, University of St Andrews. EaSTCHEM, University of St Andrews. Biomedical Sciences Research Complex |
| المصدر: | Chemical Science. 12:9712-9719 |
| بيانات النشر: | Royal Society of Chemistry (RSC), 2021. |
| سنة النشر: | 2021 |
| مصطلحات موضوعية: | chemistry.chemical_classification, Aryl, technology, industry, and agriculture, Supramolecular chemistry, Substituent, DAS, General Chemistry, QD Chemistry, Ring (chemistry), Supramolecular assembly, chemistry.chemical_compound, Crystallography, chemistry, Monolayer, Molecule, QD, lipids (amino acids, peptides, and proteins), Alkyl |
| الوصف: | We 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. 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. Publisher PDF |
| وصف الملف: | application/pdf |
| تدمد: | 2041-6539 2041-6520 |
| الوصول الحر: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::99ffd77aaf885b49fe3556c81723dde3Test https://doi.org/10.1039/d1sc02130cTest |
| حقوق: | OPEN |
| رقم الانضمام: | edsair.doi.dedup.....99ffd77aaf885b49fe3556c81723dde3 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 20416539 20416520 |
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