A poly-pseudorotaxane constructed by threading pillar[5]arene onto an ion-pair recognition-based calix[4]pyrrole supramolecular polymer

Abstract

Ion pair recognition ability of calix[4]pyrrole was utilized to form a multicomponent monomeric assembly and a linear supramolecular polymer via concurrent anion and bis-cation complexation. Inherent dynamic interactions of these...

Cross-Linked Supramolecular Polymer Based on Calix[4]pyrrole-Decorated Pillar[5]arene and Its Application in Micropollutant Removal

“…Although the host–guest chemistry of P5As mainly relies on the recognition of cationic and neutral guest moieties, anion recognition-based supramolecular polymers are also known. In this context, calix[4]­pyrroles have come into prominence as a major macrocycle for the development of various supramolecular polymers ,− and the removal of micropollutants from water when they are incorporated into rationally designed macromolecular architectures. − Cationic and neutral guest recognition ability of P5As and anion recognition capability of calix[4]­pyrroles were also co-utilized to develop an enantioselective receptor and supramolecular poly-pseudo-rotaxanes when these two macrocycles incorporated into a single molecular structure or used as discrete host moieties. However, the utilization of P5A-calix[4]­pyrrole systems in the formation of cross-linked supramolecular polymers has yet to be reported.…”

Supramolecular Alternating Polymers Based on Calix[4]pyrrole and Pillar[5]arene Molecular Recognition

“…Recently, our group also illustrated the successful utilization of quadruple hydrogen bonding and ion-pair recognition motifs in the formation of linear supramolecular polymers based on orthogonal interactions. 31,32 In our continuous effort toward understanding the full spectrum of parameters effecting the calix [4] supramolecular polymers and development of their new materials based on different orthogonal interactions, we have seen that calix [4]pyrrole (1 in Scheme 1) and its inherit anion recognition motif are yet to be reported in the formation of SAPs when integrated with neutral guest recognition. Calix [4]pyrroles possess four pyrrole units connected to each other via substituted methylene units.…”

“…Recognition motifs based on crown ether, − cyclodextrin, calix[4]­arene, cucurbit[8]­uril, and pillar[5]­arene , macrocycles have been reported in the literature to utilize orthogonal self-assembled systems. Recently, our group also illustrated the successful utilization of quadruple hydrogen bonding and ion-pair recognition motifs in the formation of linear supramolecular polymers based on orthogonal interactions. , In our continuous effort toward understanding the full spectrum of parameters effecting the calix[4]­pyrrole-based supramolecular polymers and development of their new materials based on different orthogonal interactions, we have seen that calix[4]­pyrrole ( 1 in Scheme ) and its inherit anion recognition motif are yet to be reported in the formation of SAPs when integrated with neutral guest recognition.…”

“…These units provide a hydrogen-bonding array which can bind anions selectively in organic media . By virtue of this, calix[4]­pyrroles have found themselves a rich application platform including supramolecular polymers. ,− Pillar[5]­arenes, on the other hand, are ideal monomers for the formation of supramolecular polymers owing to their intrinsic properties, such as symmetrical and columnar structures, electron rich cavities, as well as the ability to create engaging host–guest interactions . Their rigid architecture and easy functionalization make them good hosts for electron-deficient molecules such as pyridinium and imidazolium containing cationic species and neutral molecules such as dibromoalkanes, alkanediamines, and alkylnitriles in the construction of supramolecular polymers. , Based on these rationale, we envisioned that anion recognition capability of calix[4]­pyrrole and neutral guest inclusion ability of pillar[5]­arene macrocycles could be coutilized in the formation of stimuli responsive SAPs and their application in the fabrication of hierarchical materials.…”

Drug encapsulation and release with a nonionic amphiphilic calix[4]pyrrole

“…At this junction, calix [4]pyrrole (C4P in Scheme 1), a wellknown macrocyclic receptor consisting of four pyrrole units connected to each other via substituted methylene units, 17 has captured the attention of supramolecular chemists because of its ease of synthesis and ability to recognize certain anions selectively in organic media. 18 This valuable asset provided a wide range of application areas to calix [4]pyrroles, including supramolecular polymers, [19][20][21] sensors, 22,23 anion transport, 24,25 anion sequestering, 26 molecular frameworks, 27 and ligands for catalysts 28 to mention but a few. Rationally designed calix [4]pyrrole compounds were also studied to overcome the disadvantage of anion recognition in highly competitive aqueous conditions.…”