We designed porous polymers with a tungsten-calix[4]arene imido complex as the nitrosamine receptor for the efficient extraction of tobacco-specific nitrosamines (TSNAs) from water. The interaction between the metallocalix[4]arene and the TSNA, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (nicotine-derived nitrosamine ketone, NNK) was investigated. We found that the incorporation of the nitrosamine receptor into porous polymers increased their selectivity toward NNK over nicotine.
View Article and Find Full Text PDF-Nitrosamines are found in food, drugs, air, water, and soil. They pose a significant risk to human health because of their carcinogenicity; consequently, materials that can be used to selectively and sensitively detect nitrosamines are needed. In this work, we designed and synthesized two polymers bearing calix[4]arene or 4--butylcalix[4]arene tungsten-imido complexes (PCalixH and PCalixtBu) as -nitrosodimethylamine (NDMA) receptors.
View Article and Find Full Text PDFWe describe a novel class of tetraphenylbenzene-based discotic molecules with exceptional self-assembling properties. Absorption and fluorescence studies confirmed the formation of -type aggregates in solution. The discotic mesogens also show an enhancement of the emission upon aggregation.
View Article and Find Full Text PDFA series of photoswitchable cyclopentadienone derivative dimers bearing bromo, thienyl, 4-(dimethylamino)phenyl, 3-pyridinyl, 4-nitrophenyl and cyano groups was designed and facilely synthesized. Photoswitching properties such as the photoconversions in the photostationary state (PSS), the thermal kinetics and thermal half-lives of photoisomers were systematically investigated. These photoswitches show high fatigue resistance and large photoconversions in the PSS.
View Article and Find Full Text PDFThe capping reagent plays an essential role in the functional properties of gold nanoparticles (AuNPs). Multiple stimuli-responsive materials are generated diverse surface modification. The ability of the organic ligand shell on a gold surface to create a porous shell capable of binding small molecules is demonstrated as an approach to detect molecules, such as methane, that would be otherwise difficult to sense.
View Article and Find Full Text PDFAzulene, a nonbenzenoid bicyclic aromatic hydrocarbon with unique electronic structure, is a promising building block for constructing nonbenzenoid π-conjugated systems. However, azulene-fused (hetero)aromatics remain rare as a result of limited synthetic methods. We report herein the unexpected synthesis of azulene- and pyridine-fused heteroaromatics , a seven fused ring system with 30π electrons, by reductive cyclization of a 1-nitroazulene.
View Article and Find Full Text PDFAn amendment to this paper has been published and can be accessed via a link at the top of the paper.
View Article and Find Full Text PDFCovalently linked π-stacked dimers represent the most significant platform for elucidating the relationship between molecular alignments and their properties. Here, we present the one-pot synthesis of two intramolecularly π-stacked dimers and disclose how intramolecular stacking modes dictate photoswitching properties. The dimer, which features cofacially stacked chromophores and geometrically favours intramolecular photochemical [2 + 2] cycloadditions, displays a nearly irreversible photoswitching behaviour.
View Article and Find Full Text PDFCycloaddition reactions of carbynes in metallacycles with π-bond substrates have been rarely reported. We report the first [2+2] cycloaddition of metallapentalynes with nitrosoarenes to obtain the first metallapentalenoxazetes, and their photophysical and electrochemical properties were studied by UV-Vis spectroscopy and cyclic voltammetry with the help of theoretical calculations.
View Article and Find Full Text PDFTriindolo-truxene, a C -symmetric molecule with a large π-conjugated plane, has six methylene carbon atoms and three aromatic carbon atoms that can be facilely functionalized. Herein, butyl, carbonyl, cyano, and/or malononitrile groups were introduced at six methylene carbon atoms (6-, 14-, 22- or 8-, 16-, 24-positions) and/or three aromatic carbon atoms (2-, 10-, and 18-positions) of triindolo-truxene to produce eight derivatives. Their photophysical properties, electrochemical properties, and molecular assembly can be effectively modulated by substituents and substitution patterns.
View Article and Find Full Text PDFA pair of interconvertible stereoisomers of imide-fused corannulene derivatives was mixed with C , which resulted in cocrystallization into a 1:1 segregated packing motif through concave-convex π-π interactions. Only one conformation was observed in the cocrystal owing to guest-induced conformational switching. The 1D assemblies of the complex showed promising applications in organic electronics.
View Article and Find Full Text PDFWe constructed a series of novel chiral molecular face-rotating polyhedra (FRP) from two 10,15-dihydro-5H-diindolo[3,2-a:3',2'-c]carbazole (triazatruxene) derivatives and trans-1,2-cyclohexane diamine, and investigated how facial interactions and the positions of substituents determine the diastereoselectivity and geometry of the final assemblies.
View Article and Find Full Text PDFElectron-deficient corannulene derivatives incorporating cyano and imide groups into the corannulene core were synthesized, which showed low LUMO (lowest unoccupied molecular orbital) levels and dense convex-concave packing structures in single crystals. These two features help to realize the first n-channel organic field-effect transistors (OFETs) in air based on corannulene derivatives.
View Article and Find Full Text PDFFor the first time, electron-rich thiophene units were fused into the skeleton of corannulene to extend π-surfaces and tune arrangement in single crystals. Two isomeric butterfly-like thiophene-fused dibenzo[a,g]corannulenes (3 and 5) were synthesized. Isomer 3 showed p-type transport properties, with a hole mobility of 0.
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