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[N⋅⋅⋅I ⋅⋅⋅N] Halogen-Bonded Dimeric Capsules from Tetrakis(3-pyridyl)ethylene Cavitands. | LitMetric

[N⋅⋅⋅I ⋅⋅⋅N] Halogen-Bonded Dimeric Capsules from Tetrakis(3-pyridyl)ethylene Cavitands.

Angew Chem Int Ed Engl

Department of Chemistry, NanoScience Center, University of Jyvaskyla, P.O. Box 35, FI-, 40014, Jyvaskyla, Finland.

Published: November 2016

AI Article Synopsis

  • - Two halogen-bonded dimeric capsules were synthesized using specially designed cavitands with various alkyl chains, utilizing iodonium ions as the main connecting component.
  • - Characterization techniques such as H NMR spectroscopy, ESI-MS, and ion mobility-mass spectrometry were employed to analyze these capsules in both solution and gas phases.
  • - The dimerization process relied on similar structures with silver (Ag) connections as intermediates, confirmed through X-ray crystallography for two distinct capsule forms.

Article Abstract

Two [N⋅⋅⋅I ⋅⋅⋅N] halogen-bonded dimeric capsules using tetrakis(3-pyridyl)ethylene cavitands with different lower rim alkyl chains are synthesized and analyzed in solution and the gas phase. These first examples of symmetrical dimeric capsules making use of the iodonium ion (I ) as the main connecting module are characterized by H NMR spectroscopy, diffusion ordered NMR spectroscopy (DOSY), electrospray ionization mass spectrometry (ESI-MS), and ion mobility-mass spectrometry (TW-IMS) experiments. The synthesis and effective halogen-bonded dimerization proceeds through analogous dimeric capsules with [N⋅⋅⋅Ag ⋅⋅⋅N] binding motifs as the intermediates as evidenced by the X-ray structures of (CH Cl ) @[3 a ⋅Ag ⋅(H O) ⋅OTs ] and (CH Cl ) @[3 a ⋅Ag ⋅(H O) ⋅OTs ], two structurally different capsules.

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Source
http://dx.doi.org/10.1002/anie.201607789DOI Listing

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