The first highly efficient double Friedel-Crafts reaction of N-tosyl imines with anisole, phenol, thioanisole and analogues has been developed to produce the corresponding symmetric diarylmethanes and triarylmethanes with high regioselectivity in the presence of a catalytic amount of Bi(2)(SO(4))(3)-TMSCl at room temperature.
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http://dx.doi.org/10.1039/b800066b | DOI Listing |
Spectrochim Acta A Mol Biomol Spectrosc
December 2021
School of Chemistry, Bharathidasan University, Tiruchirappalli 620 024, India; Faculty Recharge Programme, University Grants Commission, New Delhi, India. Electronic address:
The detection of chemical warfare agents (CWAs) in a highly selective, sensitive and speedy manner is essential for public safety in the case of terrorist attacks and achieving this is a challenging task. This study involves in developing a new unsymmetrical azine based fluorophore 4-((E)-(((E)-2-methoxybenzylidene)hydrazono)methyl)benzonitrile[A1] which shows high selectivity and sensitivity to the nerve agent mimic molecule, diethylchlorophosphate (DCP) through fluorescence switch on mechanism. In a fascinating manner, DCP sensing by A1 operates via solvent dependent optical output mechanisms.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
August 2021
LASYROC, UMR 7177, University of Strasbourg, 1 Rue Blaise Pascal, 67000, Strasbourg, France.
Chalcogen bonding results from non-covalent interactions occurring between electrodeficient chalcogen atoms and Lewis bases. Among the chalcogens, tellurium is the strongest Lewis acid, but Te-based compounds are scarcely used as organocatalysts. For the first time, telluronium cations demonstrated impressive catalytic properties at low loadings in three benchmark reactions: the Friedel-Crafts bromination of anisole, the bromolactonization of ω-unsaturated carboxylic acids and the aza-Diels-Alder between Danishefsky's diene and imines.
View Article and Find Full Text PDFJ Fluoresc
July 2021
Nano & Organic Synthesis Laboratory, Chemistry & Chemical Engineering Research Center of Iran, Pajoohesh Blvd., km 17, Karaj Hwy, 14968-13151, Tehran, Iran.
Three tweezer‑shaped salophenes having catechols (1), phenols (2) and anisoles (3) units in conjunction to the dipodal Schiff bases have been applied for the optical sensing of cyanide (CN¯) ions in CHCN-HO (7:3) as solvent of choice. Among them, compounds 1 and 2 recognized CN¯, relying on distinct color and spectral changes. They are easy-to-use probes that exhibit extremely high sensitivity (limit of detection = 1-10 nM), rapid response (5 s) and excellent selectivity.
View Article and Find Full Text PDFOrg Lett
December 2020
Department of Chemistry, Roy and Diana Vagelos Laboratories, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, United States.
We describe herein a Cu(OTf) catalyzed oxidative arylation of a tertiary carbon-containing substrate including aryl malononitriles, 3-aryl benzofuran-2-ones, and 3-aryl oxindoles. In some cases, the nitrile groups of the aryl malononitriles undergo further reactions leading to lactones or imines. These reaction conditions are applicable for a range of arenes, including phenols, anilines, anisoles, and heteroarenes.
View Article and Find Full Text PDFEnviron Pollut
January 2021
Department of Chemical and Environmental Engineering, The University of Arizona, Tucson, AZ, 85721, USA. Electronic address:
2,4-Dinitroanisole (DNAN) is a component of insensitive munitions (IM), which are replacing traditional explosives due to their improved safety. Incomplete IM combustion releases DNAN onto the soil, where it can leach into the subsurface with rainwater, encounter anoxic conditions, and undergo (a)biotic reduction to aromatic amines 2-methoxy-5-nitroaniline (MENA), 4-methoxy-3-nitroaniline (iMENA, isomer of MENA), and 2,4-diaminoanisole (DAAN). We report here studies of nucleophilic addition mechanisms that may account for the sequestration of aromatic amine daughter products of DNAN into soil organic matter (humus), effectively removing these toxic compounds from the aqueous environment.
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