Search results for "Resorcinarene"

showing 10 items of 166 documents

From self-inclusion and host-guest complexes to channel structures

2012

Various supramolecular interactions are applied as driving forces in self-assembly and molecular recognition processes. Single crystal X-ray diffraction method is especially important for solid-state studies of non-covalent interactions as it reveals their influence on the molecular and supramolecular structures. This paper discusses structures of two completely different types of compounds in which a variety of intermolecular interactions are involved. It will be shown that strong and weak intermolecular hydrogen bonds in N-alkylammonium resorcinarene salts, depending on the type of anion, inclusion of resorcinarene upper rim pendant group or solvent molecules into the cavity, strongly aff…

010405 organic chemistryChemistryStereochemistryX-ray structure; supramolecular chemistry; hydrogen bonding; hydrophobic interaction; resorcinarene; palladium complexSupramolecular chemistryGeneral ChemistryInclusion (mineral)010402 general chemistryta11601 natural sciencesHost (network)0104 chemical sciencesCommunication channel
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CCDC 1507211: Experimental Crystal Structure Determination

2017

Related Article: D.Ryvlin, O.Dumele, A.Linke, D.Fankhauser, W.B.Schweizer, F.Diederich, S.R.Waldvogel|2017|ChemPlusChem|82|493|doi:10.1002/cplu.201700077

281420-tetra-n-hexyl-5101520-tetrakis(35-bis(iodo)phenyl)-424:610:1216:1822-OO'- tetraethylenecalix[4]resorcinarene acetonitrile dichloromethane solvateSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1556027: Experimental Crystal Structure Determination

2017

Related Article: Lotta Turunen, Fangfang Pan, Ngong Kodiah Beyeh, Mario Cetina, John F. Trant, Robin H. A. Ras, Kari Rissanen|2017|CrystEngComm|19|5223|doi:10.1039/C7CE01118K

5111723-tetrakis(2-bromoethynyl)-281420-tetrkis(n-hexyl)-610:1216:1822:244-OO'-tetrakis(methylene)calix(4)resorcinarene chloroform solvateSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1938872: Experimental Crystal Structure Determination

2020

Related Article: S. Maryamdokht Taimoory, Kwaku Twum, Mohadeseh Dashti, Fangfang Pan, Manu Lahtinen, Kari Rissanen, Rakesh Puttreddy, John F. Trant, Ngong Kodiah Beyeh|2020|J.Org.Chem.|85|5884|doi:10.1021/acs.joc.0c00220

5111723-tetramethyl-C-ethylcalix[4]resorcinarene pyridinium trifluoroacetate methanol solvate hemihydrateSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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Simultaneous endo and exo  Complex Formation of Pyridine[4]arene Dimers with Neutral and Anionic Guests

2017

The formation of complexes between hexafluorophosphate (PF6- ) and tetraisobutyloctahydroxypyridine[4]arene has been thoroughly studied in the gas phase (ESI-QTOF-MS, IM-MS, DFT calculations), in the solid state (X-ray crystallography), and in chloroform solution (1 H, 19 F, and DOSY NMR spectroscopy). In all states of matter, simultaneous endo complexation of solvent molecules and exo complexation of a PF6- anion within a pyridine[4]arene dimer was observed. While similar ternary complexes are often observed in the solid state, this is a unique example of such behavior in the gas phase.

Anion bindingStereochemistryhexafluorophosphateDimeraromatic hydrocarbonsIon mobility mass spectrometrycoordination complex010402 general chemistry01 natural sciencesCatalysischemistry.chemical_compoundHexafluorophosphatePyridineMoleculePyridine[4]arenesAnion bindingta116Chloroformta114Resorcinarenes010405 organic chemistryGeneral ChemistryNuclear magnetic resonance spectroscopy0104 chemical sciencesSolventCrystallographychemistryMolecular recognitionAngewandte Chemie International Edition
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Anion-Exchange Properties of Trifluoroacetate and Triflate Salts of N-Alkylammonium Resorcinarenes

2016

The synthesis of N-benzyl- and N-cyclohexylammonium resorcinarene trifluoroacetate (TFA) and triflate (OTf) salt receptors was investigated. Solid-state analysis by single-crystal X-ray diffraction revealed that the N-alkylammonium resorcinarene salts (NARSs) with different upper substituents had different cavity sizes and different affinities for anions. Anion-exchange experiments by mixing equimolar amounts of N-benzylammonium resorcinarene trifluoroacetate and N-cyclohexylammonium resorcinarene triflate, as well as N-benzylammonium resorcinarene triflate and N-cyclohexylammonium resorcinarene trifluoroacetate showed that the NARS with flexible benzyl groups preferred the larger OTf anion…

AnionsModels MolecularsaltsPhenylalanineElectrospray ionizationInorganic chemistrySalt (chemistry)Benzylammonium CompoundsCrystallography X-Ray010402 general chemistryCrystal engineeringchemistry01 natural sciencesBiochemistryIonDioxanesX-rayPolymer chemistryTrifluoroacetic AcidAnion bindingta116N-AlkylammoniumMesylateschemistry.chemical_classificationanion-exchangeIon exchange010405 organic chemistryChemistryOrganic ChemistryGeneral ChemistryResorcinarene3. Good health0104 chemical sciencesCalixarenesTrifluoromethanesulfonateChemistry: An Asian Journal
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N-Alkyl Ammonium Resorcinarene Chloride Receptors for Guest Binding in Aqueous Environment

2016

Host systems with guest binding ability in water and/or biological fluids are a current challenge in supramolecular host–guest chemistry. Here we present the first syntheses of water-soluble N-ethanol ammonium resorcinarene chlorides (NARCls) with terminal hydroxyl groups at the upper rim. The NARCls possess deep cavities and are shown to bind a variety of guest molecules such as linear and cyclic alkanes, linear halogenated alkanes, and aromatic fluorophores (naphthalene, p-(phenylazo)phenol) in water through hydrophobic interactions, as well as 1,4-dioxane (a water soluble guest) via hydrogen bonds. The receptors are monomeric in aqueous media and form 1:1 host–guest complexes with bindin…

Aqueous solutionta114010405 organic chemistryHydrogen bondDimerOrganic ChemistrySupramolecular chemistrymacromolecular substancesNuclear magnetic resonance spectroscopyResorcinarene010402 general chemistry01 natural sciencesHydrocarbonsHydrogen bonds0104 chemical sciencesHydrophobic effectchemistry.chemical_compoundMonomerHost-guest systemschemistryPolymer chemistryOrganic chemistryHydrophobic effectSupramolecular chemistryta116Asian Journal of Organic Chemistry
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Halogen Bonded Analogues of Deep Cavity Cavitands

2014

The first examples of halogen bonded analogues of deep cavity cavitands with guest binding properties, formed between N-alkyl ammonium resorcinarene halides as acceptors and bromotrichloromethane as the donor, are reported in the solid state and in solution.

Binding propertiesMetals and AlloysSolid-stateHalideGeneral ChemistryResorcinarenePhotochemistryCatalysisSurfaces Coatings and FilmsElectronic Optical and Magnetic Materialschemistry.chemical_compoundchemistryResorcinarenes; Cavitands; X-ray Crystallography; Halogen BondsHalogenMaterials ChemistryCeramics and CompositesAmmoniumta116
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The complex formation of tetracyclohexylammonium C1-resorcinarene with various guests - an electrospray ionization Fourier transform ion cyclotron re…

2008

The complex formation of a tetraammonium C1-resorcinarene (R+4HCl) was studied using electrospray ionization Fourier transform ion cyclotron resonance (ESI-FTICR) mass spectrometry. Although R+4HCl easily loses its counter ions in the ESI process, a neutral self-assembled structure with an intramolecular circular hydrogen-bonded 16-membered -N(+)-H ... X(-) ... H-N(+)- array with ammonium ion as the charge-giving species was observed in the gas phase. In addition to chloride, several other counter ions were also studied. The size and basicity of the counter ion as well as the size of the charge-giving cation strongly affected the gas-phase stability of the self-assembled system. H/D exchang…

Bridged-Ring CompoundsModels MolecularBenzylaminesSpectrometry Mass Electrospray IonizationElectrospray ionizationPhenylalanineAnalytical chemistryMass spectrometryFourier transform ion cyclotron resonanceAnalytical ChemistryIonchemistry.chemical_compoundSpectroscopy Fourier Transform InfraredAmmoniumDicarboxylic AcidsSpectroscopychemistry.chemical_classificationOrganic ChemistryResorcinareneCyclotronschemistryIntramolecular forceData Interpretation StatisticalSolventsIndicators and ReagentsCounterionCalixarenesRapid communications in mass spectrometry : RCM
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CCDC 1450587: Experimental Crystal Structure Determination

2016

Related Article: Rakesh Puttreddy, Ngong Kodiah Beyeh, Kari Rissanen|2016|CrystEngComm|18|4971|doi:10.1039/C6CE00240D

C-Methylcalix(4)resorcinarene bis(4-phenylpyridine N-oxide) clathrateSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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