0000000000307128

AUTHOR

Ulrike Warzok

0000-0003-3591-8009

showing 4 related works from this author

Surprising solvent-induced structural rearrangements in large [N⋯I+⋯N] halogen-bonded supramolecular capsules

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 bipyramida…

inorganic chemicalsSupramolecular chemistryspectrometry studyRandom hexamer010402 general chemistry01 natural scienceshalogen-bonded supramolecular capsuleschemistry.chemical_compoundPyridinesupramolekulaarinen kemiaion mobility-massReactivity (chemistry)ta116chemistry.chemical_classification010405 organic chemistryChemistryGeneral Chemistry5400104 chemical sciencesSolventBipyramidCrystallographyspektrometriaHalogenchemical scienceCounterion500 Naturwissenschaften und Mathematik::540 Chemie::540 Chemie und zugeordnete Wissenschaften
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Nano-sized I12L6 Molecular Capsules Based on the [N⋅⋅⋅I+⋅⋅⋅N] Halogen Bond

2017

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.

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

2016

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 1H 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 …

EthyleneElectrospray ionizationhalogen bonds010402 general chemistryMass spectrometry01 natural sciencesCatalysiscavitandsIonchemistry.chemical_compoundPolymer chemistryOrganic chemistrySpectroscopyta116Alkylmass spectrometrychemistry.chemical_classificationta114010405 organic chemistrydimeric capsulesGeneral MedicineGeneral ChemistryNuclear magnetic resonance spectroscopy0104 chemical scienceschemistryHalogenhalonium ionsANGEWANDTE CHEMIE
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CCDC 1498390: Experimental Crystal Structure Determination

2016

Related Article: Lotta Turunen, Ulrike Warzok, Rakesh Puttreddy, Ngong Kodiah Beyeh, Christoph A. Schalley, Kari Rissanen|2016|Angew.Chem.,Int.Ed.|55|14033|doi:10.1002/anie.201607789

Space GroupCrystallographybis(mu-281420-tetraisobutyl-424:610:1216:1822-OO'- tetraethan-12-diylcalix[4]resorcinarene)-tetrakis(4-methylbenzenesulfonato)-tetra-aqua-tetra-silver bis(mu-281420-tetraisobutyl-424:610:1216:1822-OO'- tetraethan-12-diylcalix[4]resorcinarene)-tetrakis(4-methylbenzenesulfonato)-diaqua-tetra-silver acetonitrile dichloromethane solvateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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