Silver nanoparticles modified by water-soluble leaning tower[6]arenes for sensing and catalysis

Zhang, Yinan; Li, Zheng; Meng, Suriguga; Dong, Alideertu; Yang, Ying‐Wei

doi:10.1039/d1cc06079a

Cited by 13 publications

(12 citation statements)

References 37 publications

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Section: Supramolecular Assembly and Applicationsmentioning

confidence: 99%

“…Very recently, 6e -stabilized AgNPs ( 6e -AgNPs) were also developed by us and exhibited a distinct self-assembly activity toward l -cysteine (Cys) among the 20 common amino acids, for which the formation of Ag–S bonds working in collaboration with the binding affinity between 6e and Cys is responsible (Figure c,d). It is also worth noting that both 6e -AuNPs and 6e -AgNPs can serve as a microreactor to catalyze the reduction of p- nitrophenol apart from their outstanding detection capability.…”

Section: Supramolecular Assembly and Applicationsmentioning

confidence: 99%

“…Supramolecular approaches have been employed to constructing complicated assembling architectures and intelligent functional systems, which display a distinct feature from any of its constituent species. By wisely using multiple weak intermolecular interactions, macrocycles with the combination character of host–guest recognition and complexation properties have been the major workhorses for supramolecular assembly. − Taking advantage of the diverse functional derivatives, differentiated cavity sizes, and binding capabilities of these PIMs, multitypes of functional supramolecular assemblies, such as supramolecular polymers, , supramolecular switches, − and crystalline/amorphous molecular adsorbent ,,,,, with prominent applications, have been successfully fabricated. Moreover, the synthesis of PIMs-based covalent organic polymers for adsorption and separation has also been achieved …”

Section: Supramolecular Assembly and Applicationsmentioning

confidence: 99%

“…To address these issues, we have developed a versatile modular synthetic strategy and created a series of pillarene-inspired macrocycles (PIMs), including extended pillar[ n ]arenes, ,, leaning pillar[6]arenes, ,− leggero pillar[ n ]arenes, , and geminiarene. , This Account mainly focuses on our research efforts on PIMs, launched from 2016 to the present. Particular attention is paid to their (i) design and synthesis, (ii) structural features and host–guest properties, and (iii) various supramolecular functions and applications.…”

Section: Introductionmentioning

confidence: 99%

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Pillararene-Inspired Macrocycles: From Extended Pillar[n]arenes to Geminiarenes

Yang

2022

Acc. Chem. Res.

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Conspectus Macrocyclic compounds have been the primary tools in supramolecular chemistry since their establishment due to their innate functional features of molecular recognition and complexation. The rapid development of modern supramolecular chemistry has also significantly benefited from creating new macrocycles with distinctive geometries and properties. For instance, pillar[n]arenes (pillarenes), a relatively young generation of star macrocyclic hosts among the well-established ones (e.g., crown ethers, cyclodextrins, cucurbiturils, and calixarenes), promoted a phenomenal research hotspot all over the world in the past decade. Although the synthesis, host–guest properties, and various supramolecular functions of pillarenes have been intensively studied, many objective limitations and challenges still cannot be ignored. For example, high-level pillar[n]arenes (n > 7) usually do not possess applicable large-sized cavities due to structural folding and cannot be synthesized on a large scale because of the uncompetitive cyclization process. Furthermore, two functional groups must be covalently para-connected to each repeating phenylene unit, which severely limits their structural diversity and flexibility. In this context, we have developed a series of pillarene-inspired macrocycles (PIMs) using a versatile and modular synthetic strategy during the past few years, aiming to break through the synthetic limitations in traditional pillarenes and find new opportunities and challenges in supramolecular chemistry and beyond. Specifically, by grafting biphenyl units into the pillarene backbones, extended pillar[n]arenes with rigid and nanometer-sized cavities could be obtained with reasonable synthetic yields by selectively removing hydroxy/alkoxy substitutes on pillarene backbones, leaning pillar[6]arenes and leggero pillar[n]arenes with enhanced structural flexibility and cavity adaptability were obtained. By combining the two types of bridging modes in pillarenes and calixarenes, a smart macrocyclic receptor with two different but interconvertible conformational features, namely geminiarene, was discovered. Benefiting from the synthetic accessibility, facile functionalization, and superior host–guest properties in solution or the solid state, this new family of macrocycles has exhibited a broad range of applications, including but not limited to supramolecular assembly/gelation/polymers, pollutant detection and separation, porous organic polymers, crystalline/amorphous molecular materials, hybrid materials, and controlled drug delivery. Thus, in this Account, we summarize our research efforts on these PIMs. We first present an overview of their design and modular synthesis and a summary of their derivatization strategies. Thereafter, particular attention is paid to their structural features, supramolecular functions, and application exploration. Finally, the remaining challenges and perspectives are outlined for their future development. We hope that this Account and our works can stimulate further advance...

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Section: Supramolecular Assembly and Applicationsmentioning

confidence: 99%

Section: Supramolecular Assembly and Applicationsmentioning

confidence: 99%

Section: Supramolecular Assembly and Applicationsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Pillararene-Inspired Macrocycles: From Extended Pillar[n]arenes to Geminiarenes

Yang

2022

Acc. Chem. Res.

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“…These modifications allow for more precise tailoring of the macrocyclic cavity for targeted host-guest interactions. 20,21 Likewise, the identity of the bridging groups in aromatic macrocycles can create distinct structural differences. For example, thiacalixarenes, thioether analogues to the methylene-bridged calixarenes, exhibit several emergent properties compared to calixarenes (Figure 1d).…”

Section: Letter Synlettmentioning

confidence: 99%

Thiapillar[6]arene: Synthesis, Functionalization, and Properties

Swager¹,

Etkind²,

Ichii³

et al. 2022

Synlett

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The design and synthesis of new macrocycles with well-defined cavities represent a promising avenue for the development of new supramolecular hosts. Moreover, the ability to diversify a macrocycle through chemical manipulations enables the fine-tuning and tailoring of properties. In this report, the synthesis and functionalization of thiapillar[6]arene, a pillar[6]arene analogue in which the bridging methylene groups are replaced by sulfurs, are described. First, we demonstrate the scalable synthesis of the parent thiapillar[6]arene. Next, the diversification of thiapillar[6]arene is demonstrated via functionalization of the phenols and oxidation of the sulfur atoms. The solid-state structures of two thiapillar[6]arene derivatives are reported, and the effect of sulfur oxidation state on the macrocyclic conformation is discussed. All sulfone derivatives described were found to demonstrate high luminescence quantum yields (ΦF = 0.43–0.66) in CH2Cl2 with emission maxima between λ = 404 and 462 nm. Lastly, assessment of the electrochemical properties of the sulfone derivatives by square-wave voltammetry revealed electron-accepting ability owing to the oxidation of the sulfur atoms, with four reduction events observed for the analogues surveyed. Overall, this work implicates thiapillar[6]arene as a modular scaffold amenable for further applications in host–guest chemistry and sensing.

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Fluorine‐Boosted Kinetic and Selective Molecular Sieving of C6 Derivatives

Moosa,

Alimi,

Lin

et al. 2023

Angewandte Chemie

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Porous molecular sorbents have excellent selectivity towards hydrocarbon separation with energy saving techniques. However, to realize commercialization, molecular sieving processes should be faster and more efficient compared to extended frameworks. In this work, we show that utilizing fluorine to improve the hydrophobic profile of leaning pillararenes affords a substantial kinetic selective adsorption of benzene over cyclohexane (20:1 for benzene). The crystal structure shows a porous macrocycle that acts as a perfect match for benzene in both the intrinsic and extrinsic cavities with strong interactions in the solid state. The fluorinated leaning pillararene surpasses all reported organic molecular sieves and is comparable to the extended metal organic frameworks that were previously employed for this separation such as UIO‐66. Most importantly, this sieving system outperformed the well‐known zeolitic imidazolate frameworks under low pressure, which opens the door to new generations of molecular sieves that can compete with extended frameworks for more sustainable hydrocarbon separation.

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Silver nanoparticles modified by water-soluble leaning tower[6]arenes for sensing and catalysis

Abstract: Carboxylated leaning tower[6]arene sodium salts are used as an efficient stabiliser for the one-pot synthesis of silver nanoparticles. The resulting hybrid material with good dispersion, excellent stability and narrow size...

Cited by 13 publications

References 37 publications

Pillararene-Inspired Macrocycles: From Extended Pillar[n]arenes to Geminiarenes

Pillararene-Inspired Macrocycles: From Extended Pillar[n]arenes to Geminiarenes

Thiapillar[6]arene: Synthesis, Functionalization, and Properties

Fluorine‐Boosted Kinetic and Selective Molecular Sieving of C6 Derivatives

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