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Chiral Bis(tyrosinol) and Bis(p-hydroxyphenylglycinol) Oxalamide Gelators. Influence of Aromatic Groups and Hydrogen Bonding on Gelation Properties

Janja Makarević ; Laboratory for Supramolecular and Nucleoside Chemistry, Ruđer Bošković Institute, P. O. Box 180, HR – 10002 Zagreb, Croatia
Milan Jokić ; Laboratory for Supramolecular and Nucleoside Chemistry, Ruđer Bošković Institute, P. O. Box 180, HR – 10002 Zagreb, Croatia
Zlata Raza ; Laboratory for Stereoselective Catalysis and Biocatalysis, Ruđer Bošković Institute, P. O. Box 180, HR – 10002 Zagreb, Croatia
Vesna Čaplar ; Laboratory for Supramolecular and Nucleoside Chemistry, Ruđer Bošković Institute, P. O. Box 180, HR – 10002 Zagreb, Croatia
Darinka Katalenić ; Laboratory for Supramolecular and Nucleoside Chemistry, Ruđer Bošković Institute, P. O. Box 180, HR – 10002 Zagreb, Croatia
Zoran Štefanić ; Laboratory for Chemical Crystallography and Biocrystallography, Ruđer Bošković Institute, P. O. Box 180, HR – 10002 Zagreb, Croatia
Biserka Kojić-Prodić ; Laboratory for Chemical Crystallography and Biocrystallography, Ruđer Bošković Institute, P. O. Box 180, HR – 10002 Zagreb, Croatia
Mladen Žinić ; Laboratory for Supramolecular and Nucleoside Chemistry, Ruđer Bošković Institute, P. O. Box 180, HR – 10002 Zagreb, Croatia


Puni tekst: engleski pdf 359 Kb

str. 403-414

preuzimanja: 472

citiraj


Sažetak

Enantiomerically pure R,R-bis(4-hydroxyphenylglycinol) oxalamides 3 and S,S-bis(tyrosinol) oxalamides 4 were prepared and tested for their gelling properties toward organic solvents, water and aqueous mixtures with polar organic solvents. It was found that oxalamide compounds with aryl substituted phenolic hydroxy groups are efficient organogelators of highly polar solvent systems while the derivatives with free phenolic hydroxy groups tend to crystallize. The revealed different behaviour is explained on the basis of specific hydrogen bonding motifs found in the crystal structures.

Ključne riječi

low molecular weight organogelators, hydrogels, self-assembly, oxalamide, hydrogen bonding, supramolecular chemistry

Hrčak ID:

102734

URI

https://hrcak.srce.hr/102734

Posjeta: 774 *