Complete suppression of fluorescence from a 9,10-bis(phenylethynyl)anthracene-based ring upon [2]catenane formation DOI

Fazil Salim Thuluvanchery,

Nobuyuki Tamaoki, Yoshimitsu Sagara

и другие.

Bulletin of the Chemical Society of Japan, Год журнала: 2024, Номер 97(12)

Опубликована: Ноя. 28, 2024

Abstract We report the synthesis and characterization of a [2]catenane consisting one fluorescent ring incorporating 9,10-bis(phenylethynyl)anthracene other containing 2 naphthalene diimides as quenchers. The catenane was constructed via modified Huisgen 1,3-dipolar cycloaddition between terminal alkyne azide groups, introduced into precursors quencher in presence ring. In chloroform, absorption spectra showed broad band 500 700 nm, attributed to charge-transfer interactions fluorophore Titration experiments using linear model compounds suggested that is sandwiched This configuration led substantial shifts ¹H NMR signals fluorophore, compared free before formation. While exhibited high fluorescence quantum yield (Φ = 0.91), this completely quenched upon formation < 0.01). pronounced quenching makes system promising candidate for development supramolecular mechanophores capable on/off switching response applied force.

Язык: Английский

Supramolecular and molecular capsules, cages and containers DOI Creative Commons

C. Cox,

Jessica Hale,

Paulina Molinska

и другие.

Chemical Society Reviews, Год журнала: 2024, Номер 53(21), С. 10380 - 10408

Опубликована: Янв. 1, 2024

Stemming from early seminal notions of molecular recognition and encapsulation, three-dimensional, cavity-containing capsular compounds assemblies have attracted intense interest due to the ability modulate chemical physical properties species encapsulated within these confined spaces compared bulk environments. With such a diverse range covalent motifs non-covalent (supramolecular) interactions available assemble building blocks, an incredibly wide-range capsular-type architectures been developed. Furthermore, synthetic tunability internal environments gives chemists opportunity engineer systems for uses in sensing, sequestration, catalysis transport molecules, just name few. In this tutorial review, overview is provided into design principles, synthesis, characterisation, structural facets coordination cages, porous organic supramolecular capsules, foldamers mechanically interlocked molecules. Using recent examples, advantages limitations each system are explored, highlighting their application various tasks functions.

Язык: Английский

Процитировано

14

Highly Efficient Self‐Assembly of Heterometallic [2]Catenanes and Cyclic Bis[2]catenanes via Orthogonal Metal‐Coordination Interactions DOI
Feng Qian, Rui Ding,

Yali Hou

и другие.

Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(32)

Опубликована: Май 13, 2024

Although catenated cages have been widely constructed due to their unique and elegant topological structures, cyclic catenanes formed by the connection of multiple catenane units rarely reported. Herein, based on orthogonal metal-coordination-driven self-assembly, we prepare a series heterometallic [2]catenanes bis[2]catenanes, whose structures are clearly evidenced single-crystal X-ray analysis. Owing positively charged nature, as well potential synergistic effect Cu(I) Pt(II) metal ions, bis[2]catenanes display broad-spectrum antibacterial activity. This work not only provides an efficient strategy for construction but also explores applications superior agents, which will promote advanced supramolecular biomedical applications.

Язык: Английский

Процитировано

5

Covalent Template-Directed Synthesis: A Powerful Tool for the Construction of Complex Molecules DOI Creative Commons

Peter Bolgar,

Mohit Dhiman, Diego Núñez‐Villanueva

и другие.

Chemical Reviews, Год журнала: 2025, Номер unknown

Опубликована: Янв. 13, 2025

Template-directed synthesis has become a powerful methodology to access complex molecules. Noncovalent templating been widely used in the last few decades, but less attention paid covalent template-directed synthesis, despite fact that this was for first reported of catenane. This review highlights evolution over 60 years, thereby providing toolbox design efficient processes. Covalent represents useful synthetic tool accessing molecules, and examples described here include macrocycles, mechanically interlocked linear oligomers, polydisperse polymers, cross-linked polymer networks.

Язык: Английский

Процитировано

0

Circularly Polarized Luminescence in Rotaxanes and Catenanes DOI Creative Commons
Arthur H. G. David, Juan M. Cuerva, Víctor Blanco

и другие.

ChemistryEurope, Год журнала: 2025, Номер unknown

Опубликована: Март 12, 2025

Abstract Rotaxanes and catenanes have proven to be key structures in the development of artificial molecular machines with a variety applications. Among them, study modulation optical properties, mainly light emission, been widely explored. The growing interest chiral mechanically interlocked molecules has enabled this research extended chiroptical particular circularly polarized luminescence. In review, we discuss progress on topic, from seminal examples number reported very recent years. Both rotaxanes fixed or static CPL response are reviewed, but also designs that exploit switching mechanisms by these architectures modulate switch their both solution and/or aggregate solid state.

Язык: Английский

Процитировано

0

Emerging mechanically interlocked cages DOI

Enping Du,

Xianhui Tang, Wenqiang Zhang

и другие.

Nature Reviews Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Июнь 5, 2025

Язык: Английский

Процитировано

0

Synthesis, structure, aggregation and ion recognition behaviors of a new [1]rotaxane derived from pillar[5]arene and pyridoxal DOI

E. Paul,

Subrata Ranjan Dhara, Nektarios N. Lathiotakis

и другие.

Journal of Molecular Structure, Год журнала: 2025, Номер unknown, С. 142910 - 142910

Опубликована: Июнь 1, 2025

Язык: Английский

Процитировано

0

Strain-Controlled Synthesis of [n]Catenanes from Dipyrromethane-Stoppered Rotaxanes DOI Creative Commons
Rafał A. Grzelczak, Jędrzej P. Perdek, Miłosz Siczek

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Июнь 5, 2025

The synthesis of rotaxanes featuring two dipyrromethane stoppers, which differ in thread length and rigidity, is presented. condensation the precursor with acetone was found to be influenced by axle's structural facets. As a result, calix[4]phyrin-based macrocyclization strategy produced [2]-, [3]-, [4]catenanes, depending on specific structure rotaxane substrate.

Язык: Английский

Процитировано

0

Efficient flow synthesis of a Star of David [2]catenane and a pentafoil knot DOI

Chenchen Du,

Alex C. Padgham, Anna G. Slater

и другие.

Chem, Год журнала: 2024, Номер unknown

Опубликована: Окт. 1, 2024

Язык: Английский

Процитировано

3

Functionalization of a [2]Catenane with Donor‐Acceptor Chromophores Using a Metal Template and Click Reactions DOI Creative Commons
Chandra Shekhar Purohit, Priyanka Ghosh, Radhakrishna Ratha

и другие.

Chemistry - An Asian Journal, Год журнала: 2024, Номер 19(21)

Опубликована: Июль 31, 2024

Abstract Synthesizing molecules with significant topological features, such as catenanes, tailored specific groups to confer desired functionality, is essential for investigating various properties arising from the entanglement due mechanical bonds. This investigation can pave way uncovering novel functional materials employing mechanically interlocked (MIMs). In this direction, we have synthesized a π‐donor (D) and π‐acceptor (A) functionalized [2]catenane using non‐labile Co(III) metal ion template pyridine‐diamide templating center utilizing click reaction ring‐closing. The donor group fluorene derivative, acceptor benzophenazine commonly employed in synthesizing conjugated polymers optoelectronic devices. Synthetically, was introduced into macrocycle pyridine diamide unit. It then threaded ligand having alkyne terminals obtain [2]pseudorotaxane cobalt template. Ring‐closing performed di‐azide molecule chromophore. D−A obtained after demetalation. All starting materials, macrocycle, entangled structures been characterized by 1 H‐NMR, 13 C‐NMR, mass spectroscopy. Some of these were also single‐crystal X‐ray analysis. photophysical are studied UV‐visible fluorescence

Язык: Английский

Процитировано

1

A compact chemically driven [2]catenane rotary motor operated through alternate pumping and discharging DOI Creative Commons

Anquan Li,

Zhenglin Du,

Shilong Zhang

и другие.

Chemical Science, Год журнала: 2024, Номер 15(36), С. 14721 - 14725

Опубликована: Янв. 1, 2024

A compact chemically driven [2]catenane rotary motor was designed for precise 360° unidirectional rotation utilizing a molecular pumping system. It operates in two phases: induces 180° and discharging resets the motor.

Язык: Английский

Процитировано

1