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

Supramolecular packing of alkyl substituted Janus face all-cis 2,3,4,5,6-pentafluorocyclohexyl motifs.
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DOI:
10.1039/d1sc02130c
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发表时间:
2021-07-21
期刊:
影响因子:
8.4
通讯作者:
O'Hagan D
O'Hagan D
中科院分区:
化学1区
文献类型:
--
作者:
Clark JL;Taylor A;Geddis A;Neyyappadath RM;Piscelli BA;Yu C;Cordes DB;Slawin AMZ;Cormanich RA;Guldin S;O'Hagan D

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本研究利用X射线晶体学、理论和Langmuir等温线分析,探讨了烷基全顺式2,3,4,5,6-五氟环己基结构单元的构象和分子堆积。有利的构象保留了更极性的三轴C-F键排列的全顺式2,3,4,5,6-五氟环己基环系统的烷基取代基采用赤道取向,并容纳强大的超分子之间的相互作用的环。对带有末端全顺式2,3,4,5,6-五氟环己基环的长链脂肪酸和醇的水亚相的Langmuir等温线分析没有显示出相对于其环己烷类似物的单层组装的任何指示,相反,分子似乎在压缩之前聚集并形成更高分子的组装体。该研究表明,该环系统作为有序超分子组装的主题的权力和潜力。采用理论和Langmuir等温线分析方法研究了由烷基或乙烯基五氟芳基苯直接氢化制备的烷基全顺式2,3,4,5,6-五氟环己基的构象和分子堆积。
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. Theory and Langmuir isotherm analysis was used 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.
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