Concerted Halogen-Bonded Networks with N-Alkyl Ammonium Resorcinarene Bromides: From Dimeric Dumbbell to Capsular Architectures
Pan, F., Beyeh, N. K., & Rissanen, K. (2015). Concerted Halogen-Bonded Networks with N-Alkyl Ammonium Resorcinarene Bromides: From Dimeric Dumbbell to Capsular Architectures. Journal of the American Chemical Society, 137(32), 10406-10413. https://doi.org/10.1021/jacs.5b06590
Published inJournal of the American Chemical Society
© 2015 American Chemical Society
N-Alkyl ammonium resorcinarene bromides and 1,4-diiodooctafluorobutane via multiple intermolecular halogen bonds (XB) form different exotic supramolecular architectures through subtle changes of the upper rim substituents. Dimeric dumbbell-like assembly with encapsulated guest molecules is generated with N-benzyl substituents. The N-hexyl groups engender an XB-induced polymeric pseudocapsule and an XB-induced dimeric capsule with entrapped 1,4-dioxane guest molecules. The N-propyl and N-cyclohexyl groups generate deep cavity cavitands. The deep cavity cavitands possess cavities for self-inclusion leading to polymeric herringbone arrangement in one direction and that pack into 3D polymeric arrangement resembling egg crate-like supramolecular networks. These assemblies are studied in solution via NMR spectroscopy and in the solid state via X-ray crystallography.
PublisherAmerican Chemical Society
Publication in research information system
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Related funder(s)Academy of Finland
Funding program(s)Research post as Academy Professor, AoF
Additional information about fundingN.K.B., F.P., and K.R. gratefully acknowledge the Academy of Finland (N.K.B.: grant no. 258653, K.R.,: grant nos. 263256 and 265328) and the University of Jyvaskyla for financial support.
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