Popis: |
The influence of gelator stereochemistry on gelation properties is well understood. In majority of cases an enantiomerically pure compound is better gelator than the racemate, the meso compounds show lack of any gelation due to strong tendency for crystallization.[1] In this work we report on gelling properties and influence of stereochemistry on gelation exhibited by novel gelators of malonamide type and present the evidence that a special type of meso gelators, (R, r, S)-2 and (R, s, S)-2, possessing pseudoasymmetric centers are capable to efficiently gel tetraline.[2] The unsubstituted 1, the symmetrically disubstituted dimethylmalonamide 3 and diethylmalonamide 5 lack any gelation ability in contrast to unsymmetrically substituted alkylmalonamides 2, 4 and 6. Due to this fact, crystal structures of isomers were determined to provide better insight in supramolecular organization of this class of compounds. |