Chiral bis(tyrosinol) and bis(p-hydroxyphenylglycinol) oxalamide gelators. Influence of aromatic groups and hydrogen bonding on gelation properties

Makarević, Janja; Jokić, Milan; Raza, Zlata; Čaplar, Vesna; Katalenić, Darinka; Štefanić, Zoran; Kojić-Prodić, Biserka; Žinić, Mladen (2004) Chiral bis(tyrosinol) and bis(p-hydroxyphenylglycinol) oxalamide gelators. Influence of aromatic groups and hydrogen bonding on gelation properties. Croatica Chemica Acta, 77 (1-2). pp. 403-414. ISSN 0011-1643

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Abstract

Enantiomerically pure R,R-bis(4-hydroxyphenylglycinol) oxalamides 3 and SS-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.

Item Type:	Article
Uncontrolled Keywords:	low molecular weight organogelators; hydrogels; self-assembly; oxalamide; hydrogen bonding; supramolecular chemistry; organic-solvents; gelling agents; l-lysine; organogelators; derivatives; alcohols; design; water; gels; amphiphiles
Subjects:	NATURAL SCIENCES > Chemistry
Divisions:	Division of Organic Chemistry and Biochemistry Division of Physical Chemistry
Projects:	Project title Project leader Project code Project type Struktura i dinamika (bio)molekula Biserka Kojić-Prodić 0098036 MZOS Stereoselektivna sinteza i kataliza Zdenko Hameršak 0098050 MZOS Supramolekularna organizacija u gelovima, molekulsko prepoznavanje i kataliza Mladen Žinić 0098053 MZOS
Depositing User:	Mladen Žinić
Date Deposited:	14 Nov 2013 14:37
URI:	http://fulir.irb.hr/id/eprint/944

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