Self-assembly of an aminoalkylated resorcinarene in aqueous media: host–guest properties

Abstract

A new water-soluble resorcinarene, with a negatively-charged lower rim and a positively-charged upper rim self-assembles into supramolecular oligomers to bind 1,5-diaminonaphthalene in water.

N-Methyl-d-glucamine–Calix[4]resorcinarene Conjugates: Self-Assembly and Biological Properties

“…This could be attributed to the formation different stacked structures by head-to-head or head-to-tail interaction between GCR-1 molecules. For aqueous solutions of aminocalix[4]resorcinarene with sulfonate groups on the lower rim, the head-to-tail aggregation was also revealed previously as a result of the electrostatic interaction between oppositely charged rims [24]. Zeta-potential of GCR-1 aggregates obtained by electrophoretic light scattering in solution was −56.8 mV that correspond to sufficiently stable systems.…”

Supramolecular systems based on cationic surfactants and amphiphilic macrocycles

“…CR 1, CR 2, and CR 3 calix [4]resorcinols with ionic groups (Scheme 4) were studied in [53,54,[57][58][59]. For individual aqueous solutions of CR 1 and CR 3, the association corresponding to the open model was found [60,61], which, in the case of CR 3, depends on pH and is related to the contribution of the electrostatic interactions of sulfonate anions in the lower rim and protonated amino groups of the upper rim. In both cases, the association is intensified in the presence of organic guests.…”

Self-assembly strategies for improving the water solubility of new amino acid calix[4]resorcinarenes

“…It is known that aminomethylated resorcinarenes in aqueous solution exist in different ionic forms in solution depending on the pH. 24 On addition of alkali the pH rises ( Figure S2, see the Supplementary data), which causes the ionization of not only the carboxyl but the hydroxyl groups. Therefore, in the presence of an alkali, the more ionic groups are formed in 3, and according to spectrophotometric data, the solubility is greater than in the presence of SDS.…”