The efficiency and scope of two acyclic π-wall extended cucurbiturils, M2 and M3, exhibiting rapidly interconverting helical conformers for chiroptical sensing of amines, amino acids, alcohols, and terpenes at micromolar concentrations in water is evaluated. The formation of 1 : 1 host-guest complexes results in spontaneous induction of circular dichroism signals that can be used for accurate determination of the absolute configuration and enantiomeric composition of the analyte based on a simple mix-and-measure protocol.
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http://dx.doi.org/10.1039/d1ob00345c | DOI Listing |
J Am Chem Soc
January 2025
Department of Chemistry, University of Florida, Gainesville, Florida 32611, United States.
Precisely controlling quantum states is relevant in next-generation quantum computing, encryption, and sensing. Chiral organic chromophores host unique light-matter interactions, which allow them to manipulate the quantized circular polarization of photons. Axially chiral organic scaffolds, such as helicenes or twisted acenes, are powerful motifs in chiral light manipulation.
View Article and Find Full Text PDFNanoscale
January 2025
Beijing National Laboratory for Molecular Science, CAS Key Laboratory of Colloid, Interface and Chemical Thermodynamics, Institute of Chemistry, Chinese Academy of Sciences, No. 2 ZhongGuanCun BeiYiJie, 100190, Beijing, P. R. China.
In recent years, the regulation of anion-mediated chiral assemblies has gained significant interest. This study investigated the modulation of supramolecular chiroptical signals and chiral assembled structures in a triarylamine system containing a urea moiety through fluoride ion-urea bond interactions, aiming to understand the chiral sense amplification in supramolecular assemblies. Chiral triarylamine derivatives containing urea or amide units were synthesized and the self-assemblies were examined in the absence and presence of fluoride ions.
View Article and Find Full Text PDFMaterials (Basel)
January 2025
College of Chemistry, Sichuan University, Chengdu 610064, China.
Circularly polarized luminescence (CPL) is an emerging field with significant applications in molecular electronics, optical materials, and chiroptical sensing. Achieving efficient CPL emission in organic systems remains a major challenge, particularly in the development of materials with high fluorescence quantum yields (Φ) and large luminescence dissymmetry factors (g). Herein, we report the efficient synthesis of shape-persistent tetraphenylethylene macrocycles and investigate its potential as a CPL material.
View Article and Find Full Text PDFACS Nano
January 2025
College of Chemistry and Molecular Sciences, Hubei Key Laboratory of Electrochemical Power Sources, Wuhan University, Wuhan 430072, China.
Chiral plasmonic nanomaterials with fascinating physical and chemical properties show emerging chirality-dependent applications in photonics, catalysis, and sensing. The capability to precisely manipulate the plasmonic chirality in a broad spectral range plays a crucial role in enabling the applications of chiral nanomaterials in diverse and complex scenarios; however, it remains a challenge yet to be addressed. Here we demonstrate a strategy to significantly enhance the tunability of circular dichroism (CD) spectra of chiral nanomaterials by constructing core-shell hybrid metal-semiconductor structures with tailored shells.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
January 2025
Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University, Tsushima, Okayama, 700-8530, Japan.
Intramolecular oxidative aromatic coupling of 3,6-bis(m-terphenyl-2'-yl)carbazole provided a bis(m-terphenyl)-fused carbazole, while that of 3,6-bis(m-terphenyl-2'-yl)-1,8-diphenylcarbazole afforded a bis(quaterphenyl)-fused carbazole. Borylation of the latter furnished a B,N-embedded helical nanographene binding a fluoride anion via a structural change from the three-coordinate boron to the four-coordinate boron. The anionic charge derived from the fluoride anion is stabilized over the expanded π-framework, which leads to the high binding constant (K) of 1×10 M.
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