6533b7d6fe1ef96bd12657bd

RESEARCH PRODUCT

Halogen bonding and host-guest chemistry between

Pan FangfangDashti MohadesehReynolds Michael RRissanen KariTrant John FBeyeh Ngong Kodiah

subject

inorganic chemicalsChemistryresorcinarene saltshalogen bondingcapsuleOrganic Chemistryhost–guest chemistryFull Research Paperdimeric assembliesX-ray crystallography

description

Single crystal X-ray structures of halogen-bonded assemblies formed between host N-hexylammonium resorcinarene bromide (1) or N-cyclohexylammonium resorcinarene chloride (2), 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 1 and 2, while the divalent halogen bond donor 1,4-diiodooctafluorobutane determines the overall nature of the halogen bond assembly. The crystal lattice of 1 contains two structurally different dimeric assemblies A and B, formally resulting in the mixture of a capsular dimer and a dimeric pseudo-capsule. 1H and 19F NMR analyses supports the existence of these halogen-bonded complexes and enhanced guest inclusion in solution.

10.3762/bjoc.15.91https://pubmed.ncbi.nlm.nih.gov/31164931