Adjusting the water-sensitivity of sugar/boronate-based organogels.

During the investigation of the water-sensitivity of (arylboronate alkylglucoside)-based organogels, we evaluated a series of twelve potential organogelators. They were synthesised in a single step from the corresponding arylboronic acids and alkylglucosides. Eight of them showed organogelation abilities in three solvents (toluene, cyclohexane, and ethyl myristate).

Boron Effect on Sugar-Based Organogelators.

The reaction of several alkylglucosides with phenyl boronic acid permitted easy access to a series of alkylglucoside phenyl boronate derivatives. This type of compound has structures similar to those of known benzylidene glucoside organogelators except for the presence of a boronate function in place of the acetal one. Low to very low concentrations of these amphiphilic molecules produced gelation of several organic solvents.