Podrobný výpis o publikaci

JURČEK, Ondřej, Pia Yasmine JURČEK, Elina KALENIUS, Linnanto JUHA MATTI, Radek MAREK a Kari RISSANEN. Ursodeoxycholic Bile Acid as Building Unit of Unprecedented Supramolecular Complexes. In 12th International Symposium on Macrocyclic and Supramolecular Chemistry (ISMSC 2017). 2017.

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Základní údaje
Originální název	Ursodeoxycholic Bile Acid as Building Unit of Unprecedented Supramolecular Complexes
Název česky	Ursodeoxycholová kyselina jako stavební jednotka bezpříkladných supramolekulárních komplexů
Autoři	JURČEK, Ondřej, Pia Yasmine JURČEK, Elina KALENIUS, Linnanto JUHA MATTI, Radek MAREK a Kari RISSANEN.
Vydání	12th International Symposium on Macrocyclic and Supramolecular Chemistry (ISMSC 2017), 2017.

Další údaje
Originální jazyk	angličtina
Typ výsledku	Konferenční abstrakt
Obor	10401 Organic chemistry
Stát vydavatele	Velká Británie a Severní Irsko
Utajení	není předmětem státního či obchodního tajemství
Organizační jednotka	Středoevropský technologický institut
Klíčová slova anglicky	bile acid; supramolecular chemistry; coordination complex; chirality; transformation; palladium complex
Příznaky	Mezinárodní význam
Změnil	Změnil: Ing. Ondřej Jurček, Ph.D, Ph.D., učo 239999. Změněno: 16. 3. 2018 12:41.

Anotace
Large, non-symmetrical, inherently chiral bispyridyl ligand (L) derived from natural ursodeoxycholic bile acid was used in coordination to square-planar tetravalent Pd(II) yielding the cationic enantiomer of Pd3L6 coordination complex (1) containing 60 well-defined chiral centers in its flower-like structure. Complex 1 can be readily transformed by addition of chloride into a smaller enantiomerically pure metallacycle Pd3L3Cl6 (2). This transformation is reversible and can be restored by the addition of silver cations. Furthermore, a mixture of two constitutional isomers of the trimer, 2 and 2’, can be obtained by direct coordination of L to trans-N-pyridyl-coordinating Pd(II). These intriguing supramolecular assemblies have been thoroughly described by combination of various methods. The interconversion between particular species was followed by 1H NMR and mass spectrometry. The dimensions of complexes determined by 1H DOSY NMR spectroscopy and drift tube ion-mobility mass spectrometry agree well with molecular models. Variable temperature 1H NMR experiment was carried out to study the thermodynamic equilibria between 2 and 2’ complexes. The thermodynamic data obtained from the van’t Hoff plot agree well with computational calculations.

Anotace

Large, non-symmetrical, inherently chiral bispyridyl ligand (L) derived from natural ursodeoxycholic bile acid was used in coordination to square-planar tetravalent Pd(II) yielding the cationic enantiomer of Pd3L6 coordination complex (1) containing 60 well-defined chiral centers in its flower-like structure. Complex 1 can be readily transformed by addition of chloride into a smaller enantiomerically pure metallacycle Pd3L3Cl6 (2). This transformation is reversible and can be restored by the addition of silver cations. Furthermore, a mixture of two constitutional isomers of the trimer, 2 and 2’, can be obtained by direct coordination of L to trans-N-pyridyl-coordinating Pd(II). These intriguing supramolecular assemblies have been thoroughly described by combination of various methods. The interconversion between particular species was followed by 1H NMR and mass spectrometry. The dimensions of complexes determined by 1H DOSY NMR spectroscopy and drift tube ion-mobility mass spectrometry agree well with molecular models. Variable temperature 1H NMR experiment was carried out to study the thermodynamic equilibria between 2 and 2’ complexes. The thermodynamic data obtained from the van’t Hoff plot agree well with computational calculations.

Návaznosti
5SA15055, interní kód MU	Název: Metal-Organic Materials for Pharmaceutical Applications (Akronym: MOPHARM)
5SA15055, interní kód MU	Investor: Jihomoravský kraj, Metal-Organic Materials for Pharmaceutical Applications