Recent developments in calix[4]pyrrole (C4P)-based supramolecular functional systems

Rather, Ishfaq Ahmad; Ali, Rashid; Ali, Ayaaz

doi:10.1039/d2qo01298g

Cited by 23 publications

(15 citation statements)

References 136 publications

(208 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…A list of various functionalized C4Ps based systems used as ion-pairs receptors is displayed in the Figure 3. [18,[30][31][32] Aydogan and his co-workers have designed and constructed an ion-pair receptor 13 based on carboxylate-functionalized C4P having cetyltrimethylammonium (CTA) as countercation (Figure 4). [33] Interestingly, this system showed reversible and rapid sol-gel transition.…”

Section: Sensing and Recognition Behaviour Of Ion-par Receptorsmentioning

confidence: 99%

“…In this section, we will shade light on the sensing and recognition behaviour of calix[4]pyrroles (C4Ps), calixarenes, crown ether, urea, and square amide based systems in detail. A list of various functionalized C4Ps based systems used as ion‐pairs receptors is displayed in the Figure 3 [18,30–32] …”

Section: Synthesis and Applications Of Various Types Of Ion‐pair Rece...mentioning

confidence: 99%

See 1 more Smart Citation

Recent Advancements in Ion‐Pair Receptors

Wagay

Khan

Ali

2022

Chemistry An Asian Journal

View full text Add to dashboard Cite

Over the past two decades, non‐covalent chemistry has introduced various promising artificial receptors and revolutionized the host‐guest chemistry. These versatile receptors have particularly been entertained in sensing and recognizing of diverse neutral molecules and/or ionic entities (e. g. anions, cations and ion‐pair) of particular interest. Notably, supramolecular chemistry had given birth to a plethora of important molecules, explored in the chemical, biological, environmental, and pharmacological world to resolve the critical issues related to the human health while keeping environmental concerns in mind. Amongst the various types of supramolecular monotopic receptors (anions, cations, and neutral molecules), heteroditopic receptors (ion‐pair receptors) consisting of distinct binding sites in one system for both cation and anion, have gained much interest from the scientific community in recent past because of their unique binding abilities. Interestingly, these promising artificial receptors have shown potential applications in sensing, recognition, transport and extraction processes besides their uses in salt/waste purification. Bearing the importance of these systems in mind, we intended to report the recent developments in ion‐pair chemistry. Herein, we divided the whole document into three main sections; first one describes the introduction and history of the ion‐pairs receptors. The second portion highlights the synthesis and applications of ion‐pair receptors in sensing, recognition, molecular machines, photoswitching behaviour, extraction and transport properties, whereas the last part of this manuscript provides concluding remarks as well as future prospects of ion‐pair receptors. We hope that this manuscript will be helpful to stimulating researchers around the globe to find out the hidden opportunities in this and related areas.

show abstract

Section: Sensing and Recognition Behaviour Of Ion-par Receptorsmentioning

confidence: 99%

Section: Synthesis and Applications Of Various Types Of Ion‐pair Rece...mentioning

confidence: 99%

Recent Advancements in Ion‐Pair Receptors

Wagay

Khan

Ali

2022

Chemistry An Asian Journal

View full text Add to dashboard Cite

show abstract

“…As an emerging and evolving science, supramolecular chemistry has demonstrated energetic vitality and strong cross-integration capabilities and is deeply connected to chemistry, physics, biology, materials science and many other fields, forming a range of subdisciplines. [6][7][8][9][10] Supramolecular chemistry is based on supramolecules, which are complex and organized aggregates of two or more molecules held together by non-covalent intermolecular interactions. [11][12][13][14] Non-covalent interactions endow supramolecules with excellent properties, such as external stimulus response, self-healing, and degradability.…”

Section: Introductionmentioning

confidence: 99%

Methylene-bridged naphthotubes: new macrocyclic arenes with great potential for supramolecular chemistry

Yan

Zhou

2023

Org. Chem. Front.

View full text Add to dashboard Cite

show abstract

“… [47–49] . Notably, the tetrapyrrolic macrocyclic supramolecular receptors, namely calix[4]pyrroles are yet to be explored for boronic acid chemistry from fundamental to advanced level [50–53] . From the literature perspective, various aryl substituents have been installed selectively at one of the available meso ‐positions (Figure 1) in order to evaluate their effect on the binding/sensing of anions/metal cations [40,54–63] .…”

Section: Introductionmentioning

confidence: 99%

Probing and Evaluating the Anion Binding Effects in One‐Walled meso‐Phenylboronic Acid Appended Calix[4]pyrrole (C4P) Based Supramolecular Receptors

Rather,

Alam,

Ali

2023

ChemistrySelect

Self Cite

View full text Add to dashboard Cite

Herein, binding affinities of one‐walled meso‐phenylboronic acid functionalized calix[4]pyrroles (C4Ps, 3 a & 3 b) with diverse anions including spherical, linear, trigonal, and tetrahedral through UV‐Vis spectroscopy have successfully been revealed in acetonitrile solvent. The C4P derivative 3 b was newly synthesized from an easily accessible 3‐acetylphenylboronic acid via both conventional as well as green protocols. Structure of the final compound 3 b and the dipyrromethane (DPM) 2 b, were unambiguously established by means of 1H‐NMR, 13C‐NMR, and HRMS spectral data. From the outcomes of the UV‐Vis titrations of 3 a/3 b with different anions (e. g., F−, Cl−, Br−, I−, NO3−, HSO4−, H2PO4−, CH3COO−, & SCN−), used as their tetrabutylammonium (TBA) salts in CH3CN, 1 : 1 stoichiometric binding mode were observed from the BindFit v0.5 and Job plots. Overall, the binding affinity of receptor (3 b) with different anions were found higher in comparison to the receptor (3 a), presumably due to more cooperative NH and/or OH hydrogen bonding interactions. On the basis of varied size of halide ions, typical trend of anion binding affinity i. e., F−>Cl−>Br−>I−, was detected with increase in size of halide ions from F− to I−. Hopefully, these anion binding investigations with C4P‐based meso‐functionalized architectures will open new possibilities to the researchers to generate even more interesting artificial anion receptors based on vital boronic acid functionality, as biological and chemical importance of the anions is continuously motivating the synthetic chemists worldwide.

show abstract

Recent developments in calix[4]pyrrole (C4P)-based supramolecular functional systems

Abstract: Recent advances with calix[4]pyrrole-based supramolecular functional entities in the fields of molecular recognition (receptors, sensors, and metal ion caged systems), self-assembly (polymers), photo/pH-responsive molecular switches and catalysis are reviewed.

Cited by 23 publications

References 136 publications

Recent Advancements in Ion‐Pair Receptors

Recent Advancements in Ion‐Pair Receptors

Methylene-bridged naphthotubes: new macrocyclic arenes with great potential for supramolecular chemistry

Probing and Evaluating the Anion Binding Effects in One‐Walled meso‐Phenylboronic Acid Appended Calix[4]pyrrole (C4P) Based Supramolecular Receptors

Contact Info

Product

Resources

About