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

被引：12

作者：

Clark, Joshua L. ^{[1
]}

Taylor, Alaric ^{[2
]}

Geddis, Ailsa ^{[1
]}

Neyyappadath, Rifahath M. ^{[1
]}

Piscelli, Bruno A. ^{[3
]}

Yu, Cihang ^{[1
]}

Cordes, David B. ^{[1
]}

Slawin, Alexandra M. Z. ^{[1
]}

Cormanich, Rodrigo A. ^{[3
]}

Guldin, Stefan ^{[2
]}

O'Hagan, David ^{[1
]}

机构：

[1] Univ St Andrews, Sch Chem, St Andrews KY16 9ST, Fife, Scotland

[2] UCL, Dept Chem Engn, Torrington Pl, London WC1E 7JE, England

[3] Univ Estadual Campinas, Chem Inst, Monteiro Lobato St, BR-13083862 Campinas, SP, Brazil

来源：

CHEMICAL SCIENCE | 2021年 / 12卷 / 28期

基金：

英国工程与自然科学研究理事会; 巴西圣保罗研究基金会; 瑞典研究理事会;

关键词：

ARENE-PERFLUOROARENE INTERACTIONS; LIQUID-CRYSTALS; FLUORINE; 1,2,3,4,5,6-HEXAFLUOROCYCLOHEXANE; POLYMERIZATION; HYDROGENATION; PERSPECTIVE; COMPLEXES; CHEMISTRY; PRESSURE;

D O I：

10.1039/d1sc02130c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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.

引用

页码：9712 / 9719

页数：8

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