6533b820fe1ef96bd1279be5

RESEARCH PRODUCT

Nano-sized I12L6 Molecular Capsules Based on the [N⋅⋅⋅I+⋅⋅⋅N] Halogen Bond

Ulrike WarzokChristoph A. SchalleyKari RissanenLotta Turunen

subject

inorganic chemicalsStereochemistrycapsuleGeneral Chemical EngineeringElectrospray ionizationSupramolecular chemistrysupramolecular capsule010402 general chemistry01 natural sciencesBiochemistrysupramolecular chemistryresorcinarene cavitandMaterials ChemistryEnvironmental ChemistryHalonium ionhalonium-ion-based nanotechnologyta116silver-to-iodine cation exchangeHalogen bond010405 organic chemistryChemistryBiochemistry (medical)CavitandIsolobal principleself-assemblyGeneral ChemistryNuclear magnetic resonance spectroscopy0104 chemical sciencesCrystallographyhalonium ionProton NMRhalogen bond

description

Summary Self-assembly of pre-organized subunits with a concave overall shape is an effective strategy for the synthesis of supramolecular capsules. We report the synthesis of a cavitand-based hexameric capsule held together solely by 12 robust [N⋅⋅⋅I + ⋅⋅⋅N] halogen bonds and its characterization in solution and in the gas phase via 1 H NMR spectroscopy, diffusion-ordered nuclear magnetic resonance spectroscopy (DOSY), and electrospray ionization mass spectrometry. The [N⋅⋅⋅I + ⋅⋅⋅N] halogen-bonded hexameric capsule was efficiently synthesized from the isolobal metallosupramolecular Ag + capsule by application of the [N⋅⋅⋅Ag + ⋅⋅⋅N] → [N⋅⋅⋅I + ⋅⋅⋅N] cation-exchange reaction.

yearjournalcountryeditionlanguage
2017-11-01Chem
https://doi.org/10.1016/j.chempr.2017.08.010