A self-complexing and self-assembling pillar[5]arene

Abstract

A monofunctionalised pillar[5]arene derivative carrying a viologen side chain which exhibits self-complexation in dilute dichloromethane solutions forms supramolecular daisy chain polymers and eventually organogels as its concentration is increased three-fold over the range from 0.1 to 100 mM.

Monofunctionalized pillar[5]arene-based stable [1]pseudorotaxane

“…Stoddart et al investigated detailedly the assembling behavior of a monofunctionalized pillar [5]arene derivative containing a viologen moiety. It behaved as selfcomplexation at low concentration, assembled into supramolecular daisy chain polymers and eventually organogels upon the increasing of its concentration [31]. Herein, we report a stable pillar [5]arene-based [1]pseudorotaxane even in concentrated chloroform solution (100 mmol/L) by reasonable monofunctionalization.…”

Reactivity, aromaticity and absorption spectra of pillar[5]arene conformers: A DFT study

“…Moreover, the cylindrical framework of pillar [5]arenes allows a number of guest molecules to accommodate within its cavity. Pillar [5]arenes have found applications as artificial channels, and stabilizers in nanoparticle formation [5][6][7][8][9], polyrotaxanes and pseudorotaxanes [10][11][12][13], supramolecular polymers [14], organic nanotubes [15], chiral sensors and also as data storage in optical devices and other applications [16]. Depending on the position of the -OH group, pillar [5]arenes possess four conformers.…”

Rotaxanes and pseudorotaxanes with threads containing pyridinium units

“…Rotaxanes, [1][2][3][4] as well as catenanes, [5][6][7] daisy chains, 8,9 and molecular knots, 10,11 belong to mechanically interlocked molecules; 12,13 in recent years investigation of these species has developed rapidly due to their valuable properties and applications in molecular electronics and in design of smart novel materials. Rotaxanes are of interest in the nanotechnology field for the construction of molecular machines and devices; 14,15 also pseudorotaxanes, [16][17][18] polypseudorotaxanes 19,20 and polyrotaxanes [21][22][23] deserve an attention.…”