0000000001299198
AUTHOR
Riia Annala
Oligoamide Foldamers as Helical Chloride Receptors-the Influence of Electron-Withdrawing Substituents on Anion-Binding Interactions.
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 …
Hopeananoklusterien synteesit, stabiilisuus ja monodispersiivisyys
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…
Supramolecular chirality and symmetry breaking of fluoride complexes of achiral foldamers
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.
Oligoamide Foldamers as Helical Chloride Receptors : the Influence of Electron-Withdrawing Substituents on Anion-Binding Interactions
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…
Structural Tuning and Conformational Stability of Aromatic Oligoamide Foldamers
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…
CCDC 1555247: Experimental Crystal Structure Determination
Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985
CCDC 1552171: Experimental Crystal Structure Determination
Related Article: Kaisa Helttunen, Riia Annala, Aku Suhonen, Elisa Nauha, Juha Linnanto, Maija Nissinen|2017|CrystEngComm|19|5184|doi:10.1039/C7CE01109A
CCDC 1555255: Experimental Crystal Structure Determination
Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985
CCDC 1555258: Experimental Crystal Structure Determination
Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985
CCDC 1552172: Experimental Crystal Structure Determination
Related Article: Kaisa Helttunen, Riia Annala, Aku Suhonen, Elisa Nauha, Juha Linnanto, Maija Nissinen|2017|CrystEngComm|19|5184|doi:10.1039/C7CE01109A
CCDC 1552170: Experimental Crystal Structure Determination
Related Article: Kaisa Helttunen, Riia Annala, Aku Suhonen, Elisa Nauha, Juha Linnanto, Maija Nissinen|2017|CrystEngComm|19|5184|doi:10.1039/C7CE01109A
CCDC 1552175: Experimental Crystal Structure Determination
Related Article: Kaisa Helttunen, Riia Annala, Aku Suhonen, Elisa Nauha, Juha Linnanto, Maija Nissinen|2017|CrystEngComm|19|5184|doi:10.1039/C7CE01109A
CCDC 1555253: Experimental Crystal Structure Determination
Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985
CCDC 1555260: Experimental Crystal Structure Determination
Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985
CCDC 1555245: Experimental Crystal Structure Determination
Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985
CCDC 1555251: Experimental Crystal Structure Determination
Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985
CCDC 1552173: Experimental Crystal Structure Determination
Related Article: Kaisa Helttunen, Riia Annala, Aku Suhonen, Elisa Nauha, Juha Linnanto, Maija Nissinen|2017|CrystEngComm|19|5184|doi:10.1039/C7CE01109A
CCDC 1552174: Experimental Crystal Structure Determination
Related Article: Kaisa Helttunen, Riia Annala, Aku Suhonen, Elisa Nauha, Juha Linnanto, Maija Nissinen|2017|CrystEngComm|19|5184|doi:10.1039/C7CE01109A
CCDC 1555256: Experimental Crystal Structure Determination
Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985
CCDC 1555244: Experimental Crystal Structure Determination
Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985
CCDC 1555248: Experimental Crystal Structure Determination
Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985
CCDC 1555250: Experimental Crystal Structure Determination
Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985
CCDC 1555259: Experimental Crystal Structure Determination
Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985
CCDC 1555249: Experimental Crystal Structure Determination
Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985
CCDC 1552169: Experimental Crystal Structure Determination
Related Article: Kaisa Helttunen, Riia Annala, Aku Suhonen, Elisa Nauha, Juha Linnanto, Maija Nissinen|2017|CrystEngComm|19|5184|doi:10.1039/C7CE01109A
CCDC 1552176: Experimental Crystal Structure Determination
Related Article: Kaisa Helttunen, Riia Annala, Aku Suhonen, Elisa Nauha, Juha Linnanto, Maija Nissinen|2017|CrystEngComm|19|5184|doi:10.1039/C7CE01109A
CCDC 1555254: Experimental Crystal Structure Determination
Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985
CCDC 1555252: Experimental Crystal Structure Determination
Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985
CCDC 1555257: Experimental Crystal Structure Determination
Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985
CCDC 1555246: Experimental Crystal Structure Determination
Related Article: Riia Annala, Aku Suhonen, Heikki Laakkonen, Perttu Permi, Maija Nissinen|2017|Chem.-Eur.J.|23|16671|doi:10.1002/chem.201703985