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Efficient Dehydration of 1-Phenylethanol to Styrene by Copper(II) and Zinc(II) Fused-Bisoxazolidine Catalysts.
ACS Catal
November 2024
Department of Chemistry, University of Rochester, Rochester, New York 14627, United States.
The air-stable copper(II) catalyst [Cu(FOX-L1)(MeCN)][OTf] () is prepared from a fused meso-dipyridylbisoxazolidine (FOX-L1) and CuBr, followed by treatment with AgOTf. The compound is a catalyst for the dehydration of 1-phenylethanol to styrene (+HO) in over 95% yield at 1 mol % catalyst loading. Other alcohols (benzylic, tertiary, or allylic) are also efficiently dehydrated by this catalyst.
View Article and Find Full Text PDFATRP with ppb Concentrations of Photocatalysts.
J Am Chem Soc
October 2024
Department of Chemistry, Carnegie Mellon University, 4400 Fifth Avenue, Pittsburgh, Pennsylvania 15213, United States.
In atom transfer radical polymerization (ATRP), dormant alkyl halides are intermittently activated to form growing radicals in the presence of a Cu/L/X-Cu/L (activator/deactivator) catalytic system. Recently developed very active copper complexes could decrease the catalyst concentration to ppm level. However, unavoidable radical termination results in irreversible oxidation of the activator to the deactivator species, leading to limited monomer conversions.
View Article and Find Full Text PDFCu(II) Coordination Polymers for the Selective Oxidation of Biomass-Derived Veratryl Alcohol in Green Solvents: A Sustainable Catalytic Approach.
Inorg Chem
October 2024
School of Chemical Sciences, National Institute of Science Education and Research (NISER), An OCC of Homi Bhabha National Institute, PO Bhimpur-Padanpur, Via Jatni, Khurda, Bhubaneswar 752050, Odisha, India.
Four air-stable one-dimensional copper(II) coordination polymers (-) with azide linkers were synthesized using tridentate NNS and NNN ligands. Single-crystal X-ray diffraction (XRD) analysis confirmed the molecular structures of , , and . In the presence of TEMPO, all four coordination polymers demonstrated effective catalytic activity for the selective aerobic oxidation of veratryl alcohol, a biomass model compound, under base-free conditions.
View Article and Find Full Text PDFPalladium-Catalyzed Cross-Coupling of Aryl Bromides and Chlorides with Trimethylsilylalkynes under Mild Conditions.
J Org Chem
September 2024
Corteva Agriscience, Reactive Chemicals SME, Indianapolis, Indiana 46268, United States.
Herein, we disclose a palladium-catalyzed cross-coupling of aryl bromides and chlorides with trimethylsilylalkynes under mild reaction conditions. This method utilizes commercially available and air stable palladium precatalysts and avoids the use of copper cocatalysts. Moreover, it allows for the synthesis of a wide range of disubstituted alkynes in high yields with excellent functional group tolerance.
View Article and Find Full Text PDFAutomation of Copper-Mediated F-Fluorination of Aryl Pinacol Boronates Using 4-Dimethylaminopyridinium Triflate.
Molecules
July 2024
N.P. Bechtereva Institute of the Human Brain, 197022 St. Petersburg, Russia.
Currently, the copper-mediated radiofluorination of aryl pinacol boronates (arylBPin) using the commercially available, air-stable Cu(OTf)2Py4 catalyst is one of the most efficient synthesis approaches, greatly facilitating access to a range of radiotracers, including drug-like molecules with nonactivated aryl scaffolds. Further adjustment of this methodology, in particular, the [F]fluoride recovery step for the routine preparation of radiotracers, has been the focus of recent research. In our recent study, an organic solution of 4-dimethylaminopyridinium trifluoromethanesulfonate (DMAPOTf) was found to be an efficient PTC for eluting radionuclides retained on the weak anion exchange cartridge, Oasis WAX 1cc, employing the inverse sorption-elution protocol.
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