Spectrochimica Acta Part A Molecular and Biomolecular Spectroscopy, Journal Year: 2024, Volume and Issue: 326, P. 125229 - 125229
Published: Sept. 28, 2024
Language: Английский
Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(29)
Published: May 6, 2024
Abstract Chirality, a fundamental principle in chemistry, biology, and medicine, is prevalent nature organisms. Chiral molecules, such as DNA, RNA, proteins, are crucial biomolecular synthesis, well the development of functional materials. Among these, 1,1′‐binaphthyl‐2,2′‐diol (BINOL) stands out for its stable chiral configuration, versatile functionality, commercial availability. BINOL widely employed asymmetric catalysis This review mainly focuses on recent research over past five years concerning use derivatives constructing macrocycles cages. Their contributions to luminescence, enantiomeric separation, transmembrane transport, were examined.
Language: Английский
Citations
13
Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(24), P. 16440 - 16457
Published: June 7, 2024
In this paper, we report on a one-step catalyst-transfer macrocyclization (CTM) reaction, based the Pd-catalyzed Buchwald–Hartwig cross-coupling selectively affording only cyclic structures. This route offers versatile and efficient approach to synthesize aza[1n]paracyclophanes (APCs) featuring diverse functionalities lumens. The method operates at mild reaction temperatures (40 °C) short times (∼2 h), delivering excellent isolated yields (>75% macrocycles) up 30% of 6-membered cyclophane, all under nonhigh-dilution concentrations (35–350 mM). Structural insights into APCs reveal variations in product distribution different endocyclic substituents, with steric properties exocyclic substituents having minimal influence macrocyclization. Aryl-type predominantly yield macrocycles, while polycyclic aromatic units such as fluorene carbazole favor 4-membered species. Experimental computational studies support proposed mechanism ring-walking catalyst transfer that promotes macrocycle formation. It has been found is driven by formation conformers during oligomerization step favoring an intramolecular C–N bond that, depending cycle size, hinges either preorganization effect or kinetic increase reductive elimination combination two. CTM process exhibits "living" behavior, facilitating sequential synthesis other macrocycles introducing relevant monomers, thus providing practical synthetic platform for chemical libraries. Notably, both diluted concentrated regimes, offering scalability potential, unlike typical reactions usually operating 0.1–1 mM range.
Language: Английский
Citations
8
Renewable and Sustainable Energy Reviews, Journal Year: 2025, Volume and Issue: 215, P. 115570 - 115570
Published: March 17, 2025
Language: Английский
Citations
1
Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(20)
Published: Feb. 29, 2024
Abstract The highly strained, phenylene‐derived organic cages are typically regarded as very rigid entities, yet their deformation potential and supramolecular properties remain underexplored. Herein, we report a pliable conjugated phenylene nanocage by synergistically merging flexible building blocks. anisotropic cage molecule contains branched chains capped calix[6]arene moiety, the delicate conformational changes of which endow with remarkably deformable cavity. When complexing fullerene guests, showcases excellent guest‐adaptivity, its cavity volume capable swelling much 85 %.
Language: Английский
Citations
4
Journal of Materials Chemistry C, Journal Year: 2024, Volume and Issue: 12(27), P. 10127 - 10134
Published: Jan. 1, 2024
A donor–acceptor cross-conjugated phenazine macrocycle exhibiting NIR luminescence and a large Stokes shift was developed for sensing transition metal ions with “turn-on” fluorescence.
Language: Английский
Citations
4
JACS Au, Journal Year: 2025, Volume and Issue: 5(3), P. 1482 - 1498
Published: March 7, 2025
The present Protocol describes the application of catalyst-transfer macrocyclization (CTM) reaction, focusing on synthesis aza[1n]paracyclophanes (APCs). APCs are fully π-conjugated shape-persistent macrocycles with potential supramolecular chemistry and materials science applications. This method leverages Pd-catalyzed Buchwald–Hartwig cross-coupling reaction to selectively form cyclic structures, a significant advancement due its efficiency, versatility, scalability. Overall, this Article highlights following attributes CTM method: a) Efficiency Yield: works at mild temperatures (40 °C) short times (≥2 h), producing high yields (>75% macrocycles). It avoids typical high-dilution conditions, making it more practical for large-scale b) Versatility: allows diverse endocyclic exocyclic functionalities ring sizes (typically from 4- 9-membered rings), expanding chemical space these compounds. flexibility is crucial tailoring APC properties specific c) Scalability Reproducibility: Unlike many reactions, which require highly dilute can perform under concentrated regimes (35–350 mM), suitable d) Applications in Materials Science: noted their optoelectronic applications helpful organic semiconductors, light-harvesting systems, other advanced materials. approach addresses challenge complicated multistep syntheses that have hindered widespread integration into functional devices. A step-by-step guide preparing exemplary APCs, including troubleshooting, provided photographic illustrations.
Language: Английский
Citations
0
Molecules, Journal Year: 2025, Volume and Issue: 30(9), P. 2075 - 2075
Published: May 7, 2025
The precise construction and programmable assembly of structures with specific topologies remain persistent challenges in crystal engineering, primarily constrained by the limited availability building blocks. Utilizing a synergistic approach that combines an situ-formed concave polyoxovanadate (POV) cluster {VV4} specifically designed 120° ditopic carboxylic acid bridging ligands, we successfully synthesized series wine-rack-type supramolecular macrocycles characterized general formula [(V5O9Cl)4(L)8]8−. experimental results demonstrate introduction sulfonic groups enables controlled structural extension into 1D chain 2D layer architectures, manifesting unique advantages POV-based wine-rack units constructing framework-based porous materials. This work significantly contributes to diversity architectures while simultaneously highlighting great potential polyoxometalate-driven assemblies materials science.
Language: Английский
Citations
0
Chemistry - A European Journal, Journal Year: 2023, Volume and Issue: 30(14)
Published: Dec. 20, 2023
Hydrogen-bonded organic frameworks (HOFs) are porous crystalline materials. The pores in HOFs usually non-covalent extrinsic constructed through the formation of framework. Supramolecular macrocycles with intrinsic their structures good candidates for constructing from themselves, thus leading to hierarchically structures. Combining macrocycle and will endow these materials enhanced properties special functionalities. This review summarizes recent advances macrocycle-based HOFs, including used applications induced by provides insights future research on appropriate unique
Language: Английский
Citations
8
Angewandte Chemie, Journal Year: 2024, Volume and Issue: 136(29)
Published: May 6, 2024
Abstract Chirality, a fundamental principle in chemistry, biology, and medicine, is prevalent nature organisms. Chiral molecules, such as DNA, RNA, proteins, are crucial biomolecular synthesis, well the development of functional materials. Among these, 1,1′‐binaphthyl‐2,2′‐diol (BINOL) stands out for its stable chiral configuration, versatile functionality, commercial availability. BINOL widely employed asymmetric catalysis This review mainly focuses on recent research over past five years concerning use derivatives constructing macrocycles cages. Their contributions to luminescence, enantiomeric separation, transmembrane transport, were examined.
Language: Английский
Citations
3
International Journal of Molecular Sciences, Journal Year: 2024, Volume and Issue: 25(24), P. 13411 - 13411
Published: Dec. 14, 2024
Cisplatin (DDP), a platinum-chelated compound renowned for its antitumor activity, is often utilized in cancer therapy. However, real-world clinical efficacy compromised by poor solubility and low stability, which impedes wider application. Our study aimed to address these limitations of DDP through host–guest supramolecular chemistry approaches. We explored the potential 18-crown-6 as host molecule solubilize stabilize DDP, guest molecule. Utilizing techniques such UV–visible spectroscopy, Fourier-transform infrared Raman molecular docking, we conducted comprehensive analysis on physical state inclusion mode DDP@18-crown-6 complex. Phase studies Job’s plot confirmed that complex significantly enhanced aqueous with an optimal 1:1 binding ratio. Stability analyses revealed this markedly improved stability pure water. Meanwhile, stabilization effects were remarkably elevated when combined 0.9% sodium chloride. In vitro assays A549 cell lines demonstrated outperformed raw cytotoxicity, showing lower IC50 value. This research offered promising strategy solubilization stabilization, facilitating anticancer therapeutic efficacy.
Language: Английский
Citations
3