Porphyrinic supramolecular daisy chains incorporating pillar[5]arene–viologen host–guest interactions

Abstract

A porphyrin functionalised with pillar[5]arene and a viologen at its 5- and 15-meso positions assembles in a head-to-tail manner, producing linear supramolecular daisy chains in dichloromethane. At high concentrations, it forms an organogel which has been investigated by electron microscopy and rheological measurements, paving the way for the preparation of other functional supramolecular assemblies which harness viologen⊂pillararene host-guest interactions.

Conjugation of Aspergillus flavipes Taxol with Porphyrin Increases the Anticancer Activity of Taxol and Ameliorates Its Cytotoxic Effects

“…The chemical conjugation of Taxol with porphyrin was conducted according to [17,29,43], as illustrated in Figure 4A. Briefly, tetracarboxyphenyl porphyrin (0.3 mM), N,N -dicyclohexylcarbodi imide (DCC) (0.25 mM), 4-dimethylaminopyridine (DMAP) (0.1 mM), and Taxol (0.2 mM) were dissolved in tetrahydrofuran (THF) (10 mL), and the mixture was then stirred in the dark at room temperature under nitrogen conditions for 72 h. The solution was filtered, and the filtrate was dried under the reduced pressure to remove the solvent.…”

Functional Supramolecular Gels Based on the Hierarchical Assembly of Porphyrins and Phthalocyanines

“…Stoddart and his co-workers have synthesized porphyrin derivative with pillar[5]arene and viologen at its 5- and 15-meso positions ( 9 ). The host-guest interactions between pillar[5]arenes and viologen could render the porphyrin to assemble into linear supramolecular polymer with head-to-tail manner (Figure 3A), which further form organogels at relatively higher concentrations (Fathalla et al, 2015).…”

Novel fluorescent supramolecular polymer metallogel based on Al3+ coordinated cross‐linking of quinoline functionalized‐ pillar[5]arene act as multi‐stimuli‐responsive materials

“…By integrating pillar[n]arene derivatives into supramolecular systems, supramolecular systems could be incorporated with intrinsic advantages of pillar[n]arenes. So far, pillar[n]arenes‐based supramolecular polymer gels, as a supramolecular smart material, have been widely investigated because of their inherent optoelectronic properties coming from their chromophores and extensive applications in sensing, organic electronic devices harvesting, biomedical engineering and so on . However, most supramolecular polymer gels need tedious and costly construction processes.…”