Halogen bonding and host-guest chemistry between N -alkylammonium resorcinarene halides, diiodoperfluorobutane and neutral guests
Single crystal X-ray structures of halogen-bonded assemblies formed between host -hexylammonium resorcinarene bromide ( ) or -cyclohexylammonium resorcinarene chloride ( ), and 1,4-diiodooctafluorobutane and accompanying small solvent guests (methanol, acetonitrile and water) are presented. The gues...
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Veröffentlicht in: | Beilstein journal of organic chemistry 2019, Vol.15 (1), p.947-954 |
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Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
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Zusammenfassung: | Single crystal X-ray structures of halogen-bonded assemblies formed between host
-hexylammonium resorcinarene bromide (
) or
-cyclohexylammonium resorcinarene chloride (
), and 1,4-diiodooctafluorobutane and accompanying small solvent guests (methanol, acetonitrile and water) are presented. The guests' inclusion affects the geometry of the cavity of the receptors
and
, while the divalent halogen bond donor 1,4-diiodooctafluorobutane determines the overall nature of the halogen bond assembly. The crystal lattice of
contains two structurally different dimeric assemblies A and B, formally resulting in the mixture of a capsular dimer and a dimeric pseudo-capsule.
H and
F NMR analyses supports the existence of these halogen-bonded complexes and enhanced guest inclusion in solution. |
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ISSN: | 1860-5397 2195-951X 1860-5397 |
DOI: | 10.3762/bjoc.15.91 |