0000000000767672

AUTHOR

Riia Annala

showing 30 related works from this author

Oligoamide Foldamers as Helical Chloride Receptors-the Influence of Electron-Withdrawing Substituents on Anion-Binding Interactions.

2019

The anion-binding properties of three closely related oligoamide foldamers were studied using NMR spectroscopy, isothermal titration calorimetry and mass spectrometry, as well as DFT calculations. The 1 H NMR spectra of the foldamers in [D6 ]acetone solution revealed partial preorganization by intramolecular hydrogen bonding, which creates a suitable cavity for anion binding. The limited size of the cavity, however, enabled efficient binding by the inner amide protons only for the chloride anion resulting in the formation of a thermodynamically stable 1:1 complex. All 1:1 chloride complexes displayed a significant favourable contribution of the entropy term. Most likely, this is due to the …

anionitreceptors010402 general chemistry01 natural sciencesBiochemistryChloridesupramolecular chemistryhost-guest systemschemistry.chemical_compoundAmidesupramolekulaarinen kemiamedicinefoldamersAnion bindingta116010405 organic chemistryChemistryHydrogen bondOrganic ChemistryFoldamerIsothermal titration calorimetryGeneral ChemistryNuclear magnetic resonance spectroscopy0104 chemical sciencesCrystallographyProton NMRanionsmedicine.drugChemistry, an Asian journal
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Supramolecular chirality and symmetry breaking of fluoride complexes of achiral foldamers

2017

Aromatic oligoamide foldamers containing a central pyridine-2,6-dicarbonyl motif are partially preorganized to favor the binding of fluoride anions. In the solid state, the foldamer-fluoride complexes form achiral, polar and chiral crystal structures depending on the chemical structure of the foldamer. One of the six foldamers studied here, a C2v symmetrical foldamer (1), formed repeatedly chiral crystal structures when crystallized with tetra-butylammonium fluoride, showing supramolecular bulk chirality and symmetry breaking in crystallization.

Supramolecular chiralitySupramolecular chemistrychiralityCrystal structure010402 general chemistrychemistry01 natural sciencessymmetry breakingsupramolecular chemistrylaw.inventionanion complexationchemistry.chemical_compoundlawGeneral Materials SciencemoleculesfoldamersSymmetry breakingCrystallizationcrystallographyta116symmetryfluorides010405 organic chemistryChemistryFoldamerGeneral ChemistryCondensed Matter Physics0104 chemical sciencesCrystallographyChirality (chemistry)FluorideanionsCrystEngComm
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Structural Tuning and Conformational Stability of Aromatic Oligoamide Foldamers

2017

A series of aromatic oligoamide foldamers with two or three pyridine-2,6-dicarboxamide units as their main folding motifs and varying aromatic building blocks as linkers have been synthetized to study the effects of the structural variation on the folding properties and conformational stability. Crystallographic studies showed that in the solid state the central linker unit either elongates the helices and more open S-shaped conformations, compresses the helices to more compact conformations or acts as a rigid spacer separating the pyridine-2,6-dicarboxamide units, which for their part add the predictability of the conformational properties. Multidimensional NMR studies showed that, even in…

010405 organic chemistryChemistryHydrogen bondOrganic ChemistrySolid-stateGeneral ChemistryNuclear magnetic resonance spectroscopy010402 general chemistry01 natural sciencesstructuresCatalysis0104 chemical sciencesFolding (chemistry)Crystallographyaromatic oligoamide foldamersConformational stabilityLinkerta116Chemistry: A European Journal
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Hopeananoklusterien synteesit, stabiilisuus ja monodispersiivisyys

2014

Tämän pro gradun kirjallisuusosassa tarkastellaan hopeananoklustereiden synteesejä. Tarkastelussa keskitytään erityisesti hopeaklustereiden stabiilisuuteen ja monodispersiivisyyteen. Hopeaklustereiden synteesimenetelmät on jaoteltu liuoksessa tehtyihin synteeseihin, kiinteässä olomuodossa tehtyihin synteeseihin ja templaattisynteeseihin. Lisäksi tarkastellaan hopean seosklustereiden synteesejä. Työn lopussa on lyhyet katsaukset klustereiden stabiilisuuteen vaikuttavista tekijöistä ja klustereiden karakterisoitimenetelmistä. Kokeellisen osan tarkoituksena oli syntetisoida hopeaklustereita käyttäen ligandina C5-tetrametoksiresorsinareeni-bis-tiakruunua ja muita resorsinareenipohjaisia molekyy…

hopeananoklusteritmonodispersiivisyysklusteritstabiiliushopeastabilointi (kemia)nanohiukkasetsynteesi
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Oligoamide Foldamers as Helical Chloride Receptors : the Influence of Electron-Withdrawing Substituents on Anion-Binding Interactions

2019

The anion‐binding properties of three closely related oligoamide foldamers were studied using NMR spectroscopy, isothermal titration calorimetry and mass spectrometry, as well as DFT calculations. The 1H NMR spectra of the foldamers in [D6]acetone solution revealed partial preorganization by intramolecular hydrogen bonding, which creates a suitable cavity for anion binding. The limited size of the cavity, however, enabled efficient binding by the inner amide protons only for the chloride anion resulting in the formation of a thermodynamically stable 1:1 complex. All 1:1 chloride complexes displayed a significant favourable contribution of the entropy term. Most likely, this is due to the re…

anionitsupramolekulaarinen kemiareceptorsfoldamershost-guest systems
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CCDC 1555247: Experimental Crystal Structure Determination

2017

Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985

Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersN6N6'-(12-phenylene)bis(N2-{2-[(benzenecarbonyl)amino]phenyl}pyridine-26-dicarboxamide) acetonitrile solvate monohydrateExperimental 3D Coordinates
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CCDC 1552171: Experimental Crystal Structure Determination

2017

Related Article: Kaisa Helttunen, Riia Annala, Aku Suhonen, Elisa Nauha, Juha Linnanto, Maija Nissinen|2017|CrystEngComm|19|5184|doi:10.1039/C7CE01109A

Space GroupCrystallographyCrystal SystemCrystal Structuretetrabutylammonium fluoride N2N6-bis{2-[(2-nitrobenzene-1-carbonyl)amino]phenyl}pyridine-26-dicarboxamideCell ParametersExperimental 3D Coordinates
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CCDC 1555255: Experimental Crystal Structure Determination

2017

Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985

Space GroupCrystallographyCrystal SystemN6N6'-[12-phenylenebis(carbonylazanediyl-21-phenylene)]bis(N2-{2-[(benzenecarbonyl)amino]phenyl}pyridine-26-dicarboxamide) perdeuterodimethyl sulfoxide solvateCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1555258: Experimental Crystal Structure Determination

2017

Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985

Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D CoordinatesN6N6'-[pyridine-26-diylbis(carbonylazanediyl-21-phenylene)]bis(N2-{2-[(benzenecarbonyl)amino]phenyl}pyridine-26-dicarboxamide) dichloromethane solvate
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CCDC 1552172: Experimental Crystal Structure Determination

2017

Related Article: Kaisa Helttunen, Riia Annala, Aku Suhonen, Elisa Nauha, Juha Linnanto, Maija Nissinen|2017|CrystEngComm|19|5184|doi:10.1039/C7CE01109A

Space GroupCrystallographytetrabutylammonium fluoride N2-(2-aminophenyl)-N6-{2-[(benzenecarbonyl)amino]phenyl}pyridine-26-dicarboxamideCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1552170: Experimental Crystal Structure Determination

2017

Related Article: Kaisa Helttunen, Riia Annala, Aku Suhonen, Elisa Nauha, Juha Linnanto, Maija Nissinen|2017|CrystEngComm|19|5184|doi:10.1039/C7CE01109A

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameterstetrabutylammonium fluoride N2-{2-[(benzenecarbonyl)amino]phenyl}-N6-{2-[(4-cyanobenzene-1-carbonyl)amino]phenyl}pyridine-26-dicarboxamide hydrateExperimental 3D Coordinates
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CCDC 1552175: Experimental Crystal Structure Determination

2017

Related Article: Kaisa Helttunen, Riia Annala, Aku Suhonen, Elisa Nauha, Juha Linnanto, Maija Nissinen|2017|CrystEngComm|19|5184|doi:10.1039/C7CE01109A

Space GroupCrystallographyN2N6-bis{2-[(2-nitrobenzene-1-carbonyl)amino]phenyl}pyridine-26-dicarboxamideCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1555253: Experimental Crystal Structure Determination

2017

Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985

Space GroupCrystallographyCrystal SystemCrystal StructureN2-{2-[(benzenecarbonyl)amino]phenyl}-N6-{2-[(2-{[6-({2-[(benzenecarbonyl)amino]phenyl}carbamoyl)pyridine-2-carbonyl]amino}benzene-1-carbonyl)amino]phenyl}pyridine-26-dicarboxamide dichloromethane solvateCell ParametersExperimental 3D Coordinates
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CCDC 1555260: Experimental Crystal Structure Determination

2017

Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985

Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersN6N6'-[pyridine-26-diylbis(carbonylazanediyl-21-phenylene)]bis(N2-{2-[(benzenecarbonyl)amino]phenyl}pyridine-26-dicarboxamide) chloroform solvateExperimental 3D Coordinates
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CCDC 1555245: Experimental Crystal Structure Determination

2017

Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985

Space GroupCrystallographyCrystal SystemCrystal StructureN6N6'-(12-phenylene)bis(N2-{2-[(benzenecarbonyl)amino]phenyl}pyridine-26-dicarboxamide) NN-dimethylformamide solvate monohydrateCell ParametersExperimental 3D Coordinates
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CCDC 1555251: Experimental Crystal Structure Determination

2017

Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985

N2-{2-[(benzenecarbonyl)amino]phenyl}-N6-{2-[(2-{[6-({2-[(benzenecarbonyl)amino]phenyl}carbamoyl)pyridine-2-carbonyl]amino}benzene-1-carbonyl)amino]phenyl}pyridine-26-dicarboxamide ethyl acetate solvateSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1552173: Experimental Crystal Structure Determination

2017

Related Article: Kaisa Helttunen, Riia Annala, Aku Suhonen, Elisa Nauha, Juha Linnanto, Maija Nissinen|2017|CrystEngComm|19|5184|doi:10.1039/C7CE01109A

Space GroupCrystallographytetra-n-butylammonium N2-(2-benzamidophenyl)-N6-phenylpyridine-26-dicarboxamide fluorideCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1552174: Experimental Crystal Structure Determination

2017

Related Article: Kaisa Helttunen, Riia Annala, Aku Suhonen, Elisa Nauha, Juha Linnanto, Maija Nissinen|2017|CrystEngComm|19|5184|doi:10.1039/C7CE01109A

Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersN-(2-aminophenyl)-2-nitrobenzamideExperimental 3D Coordinates
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CCDC 1555256: Experimental Crystal Structure Determination

2017

Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985

Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D CoordinatesN6N6'-[13-phenylenebis(carbonylazanediyl-21-phenylene)]bis(N2-{2-[(benzenecarbonyl)amino]phenyl}pyridine-26-dicarboxamide) ethyl acetate solvate
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CCDC 1555244: Experimental Crystal Structure Determination

2017

Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985

Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersN6N6'-(12-phenylene)bis(N2-{2-[(benzenecarbonyl)amino]phenyl}pyridine-26-dicarboxamide) NN-dimethylacetamide solvate monohydrateExperimental 3D Coordinates
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CCDC 1555248: Experimental Crystal Structure Determination

2017

Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985

Space GroupCrystallographyN6N6'-(12-phenylene)bis(N2-{2-[(benzenecarbonyl)amino]phenyl}pyridine-26-dicarboxamide) methanol solvateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1555250: Experimental Crystal Structure Determination

2017

Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985

N2-{2-[(benzenecarbonyl)amino]phenyl}-N6-{2-[(2-{[6-({2-[(benzenecarbonyl)amino]phenyl}carbamoyl)pyridine-2-carbonyl]amino}benzene-1-carbonyl)amino]phenyl}pyridine-26-dicarboxamide perdeuterodimethyl sulfoxide solvateSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1555259: Experimental Crystal Structure Determination

2017

Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985

Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersN6N6'-[pyridine-26-diylbis(carbonylazanediyl-21-phenylene)]bis(N2-{2-[(benzenecarbonyl)amino]phenyl}pyridine-26-dicarboxamide) NN-dimethylformamide solvate hydrateExperimental 3D Coordinates
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CCDC 1555249: Experimental Crystal Structure Determination

2017

Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985

Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersN6N6'-(12-phenylene)bis(N2-{2-[(benzenecarbonyl)amino]phenyl}pyridine-26-dicarboxamide) dichloromethane solvateExperimental 3D Coordinates
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CCDC 1552169: Experimental Crystal Structure Determination

2017

Related Article: Kaisa Helttunen, Riia Annala, Aku Suhonen, Elisa Nauha, Juha Linnanto, Maija Nissinen|2017|CrystEngComm|19|5184|doi:10.1039/C7CE01109A

Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinatestetrabutylammonium fluoride N2N6-bis{2-[(benzenecarbonyl)amino]phenyl}pyridine-26-dicarboxamide
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CCDC 1552176: Experimental Crystal Structure Determination

2017

Related Article: Kaisa Helttunen, Riia Annala, Aku Suhonen, Elisa Nauha, Juha Linnanto, Maija Nissinen|2017|CrystEngComm|19|5184|doi:10.1039/C7CE01109A

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameterstetra-n-butylammonium fluoride N1N3-bis{2-[(benzenecarbonyl)amino]phenyl}benzene-13-dicarboxamideExperimental 3D Coordinates
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CCDC 1555254: Experimental Crystal Structure Determination

2017

Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985

Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersN6N6'-[12-phenylenebis(carbonylazanediyl-21-phenylene)]bis(N2-{2-[(benzenecarbonyl)amino]phenyl}pyridine-26-dicarboxamide) NN-dimethylacetamide solvateExperimental 3D Coordinates
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CCDC 1555252: Experimental Crystal Structure Determination

2017

Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985

Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersN2-{2-[(benzenecarbonyl)amino]phenyl}-N6-{2-[(2-{[6-({2-[(benzenecarbonyl)amino]phenyl}carbamoyl)pyridine-2-carbonyl]amino}benzene-1-carbonyl)amino]phenyl}pyridine-26-dicarboxamide acetonitrile solvateExperimental 3D Coordinates
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CCDC 1555257: Experimental Crystal Structure Determination

2017

Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985

N6N6'-[pyridine-26-diylbis(carbonylazanediyl-21-phenylene)]bis(N2-{2-[(benzenecarbonyl)amino]phenyl}pyridine-26-dicarboxamide) acetone solvateSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1555246: Experimental Crystal Structure Determination

2017

Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985

Space GroupCrystallographyN6N6'-(12-phenylene)bis(N2-{2-[(benzenecarbonyl)amino]phenyl}pyridine-26-dicarboxamide) perdeuterodimethyl sulfoxide solvateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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