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
Hauptverfasser: Pan, Fangfang, Dashti, Mohadeseh, Reynolds, Michael R, Rissanen, Kari, Trant, John F, Beyeh, Ngong Kodiah
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Sprache:eng
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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.
ISSN:1860-5397
2195-951X
1860-5397
DOI:10.3762/bjoc.15.91