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Surprising solvent-induced structural rearrangements in large [N···I+···N] halogen-bonded supramolecular capsules: an ion mobility-mass spectrometry study

graphical abstract

graphical abstract
Image Credit: The Royal Society of Chemistry

U. Warzok, M. Marianski, W. Hoffmann, L. Turunen, K. Rissanen, K. Pagel, C.A. Schalley – 2018

Coordinative halogen bonds have recently gained interest for the assembly of supramolecular capsules. Ion mobility-mass spectrometry and theoretical calculations now reveal the well-defined gas-phase structures of dimeric and hexameric [N···I+···N] halogen-bonded capsules with counterions located inside their cavities as guests. The solution reactivity of the large hexameric capsule shows the intriguing solvent-dependent equilibrium between the hexamer and an unprecedented pentameric [N···I+···N] halogen-bonded capsule, when the solvent is changed from chloroform to dichloromethane. The intrinsic flexibility of the cavitands enables this novel structure to adopt a pseudo-trigonal bipyramidal geometry with nine [N···I+···N] bonds along the edges and two pyridine binding sites uncomplexed.

Title
250
Surprising solvent-induced structural rearrangements in large [N···I+···N] halogen-bonded supramolecular capsules: an ion mobility-mass spectrometry study
Author
U. Warzok, M. Marianski, W. Hoffmann, L. Turunen, K. Rissanen, K. Pagel, C.A. Schalley
Date
2018-09-05
Identifier
DOI: 10.1039/C8SC03040E
Citation
Chem. Sci. 2018, 9, 8343-8351
Type
Text