3 Chloroperbenzoic Acid

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Giuseppe Cannazza - One of the best experts on this subject based on the ideXlab platform.

Tetsuro Shinoda - One of the best experts on this subject based on the ideXlab platform.

Kilian Muñiz - One of the best experts on this subject based on the ideXlab platform.

  • A Practical Aryliodine(I/III) Catalysis for the Vicinal Diamination of Styrenes.
    ChemSusChem, 2019
    Co-Authors: Eric Cots, Andrea Flores, R. Martín Romero, Kilian Muñiz
    Abstract:

    2,6-Disubstituted iodoarenes bearing amide-functionalized side arms are reported as new structures in redox-active iodine(I/III) catalysis. In combination with bis-sulfonimides as nitrogen sources and 3-Chloroperbenzoic Acid (mCPBA) as benign terminal oxidant they catalyze the vicinal diamination of styrenes. The obtained reactivity and selectivity outperform other iodoarene catalyst candidates. This protocol provides a sustainable alternative to previous related protocols for diamination that are based on stoichiometric iodine(III) reagents.

  • Catalytic Asymmetric Diamination of Styrenes
    Journal of the American Chemical Society, 2017
    Co-Authors: Kilian Muñiz, R. Martín Romero, Laura Barreiro, Claudio Martínez
    Abstract:

    An enantioselective catalytic vicinal diamination of styrenes is reported, which proceeds under entirely intermolecular reaction control. It relies on a chirally modified aryliodine(I) catalyst and proceeds within an iodine(I/III) manifold with conventional 3-Chloroperbenzoic Acid as a terminal oxidant. An environmentally benign solvent combination not only adds to the attractiveness of the process but also slows down the rate of the undesired background reaction. A total of 30 examples are presented, which consistently provide high enantiomeric excesses in the range 91–98%.

Martin Breza - One of the best experts on this subject based on the ideXlab platform.

  • A variety of oxidation products of antioxidants based on N,N′-substituted p-phenylenediamines
    Polymer Degradation and Stability, 2009
    Co-Authors: Peter Rapta, Ladislav Omelka, Petr Majzlík, Andrea Vargová, Júlia Polovková, Anton Gatial, Martin Breza
    Abstract:

    Abstract Electrochemical and spectroscopic (EPR, UV–Vis, IR) studies of the aromatic secondary amines N , N ′-diphenyl-1,4-phenylenediamine (DPPD), N-phenyl- N ′-isopropyl- p -phenylene diamine (IPPD), N -phenyl- N ′-(α-methylbenzyl)- p -phenylenediamine (SPPD) and N -phenyl- N ′-(1,3-dimethyl-butyl)- p -phenylenediamine (6PPD), which represent the most important group of antioxidants used in the rubber industry, are presented. During oxidation, all the compounds show reversible redox couples in acetonitrile/0.1 M TBABF 4 . The first oxidation potential depends substantially on the R substituent at the –N′H– moiety. Very similar UV–VIS spectra of monocation radicals and dications for all the compounds were observed by applying anodic oxidation as well as oxidation by tert-butyl hydroperoxide both in air and in inert atmosphere. The samples with N ′-bonded aliphatic carbon in the molecule (e.g. IPPD) heated in air undergo consecutive chemical reactions leading to the formation of –N′ C– group. By the use of RO 2 radicals only very low concentration of nitroxide radicals was obtained. Very high concentration of nitroxide radicals was achieved using 3-Chloroperbenzoic Acid. In the oxidation of investigated aromatic secondary amines with powder PbO 2 no EPR spectra were observed and UV–Vis and IR studies indicate the rapid formation of the final dehydrogenated oxidation product.

Luigino Troisi - One of the best experts on this subject based on the ideXlab platform.