Reactivity of phthalimide N-oxyl radicals toward the C-H bond of benzyl alcohol.

Authors

  • I. O. Hordieieva Educational and Scientific Institute of Chemistry, Vasyl' Stus Donetsk National University
  • А. V. Andrieiev Educational and Scientific Institute of Chemistry, Vasyl' Stus Donetsk National University
  • O. V. Kushch Educational and Scientific Institute of Chemistry, Vasyl' Stus Donetsk National University L. M. Litvinenko Institute of Physico-organic and Coal Chemistry, NAS of Ukraine
  • M. O. Kompanets Department of Physical Chemistry of Fossil Fuels InPOCC, NAS of Ukraine
  • Y. E. Litvinov L. M. Litvinenko Institute of Physico-organic and Coal Chemistry, NAS of Ukraine
  • I. O. Opeida Educational and Scientific Institute of Chemistry, Vasyl' Stus Donetsk National University Department of Physical Chemistry of Fossil Fuels InPOCC, NAS of Ukraine

Abstract

Phthalimide-N-oxyl radical (PINO) is the important intermediate in the catalytic aerobic oxidation of benzyl alcohol to aldehyde. NHPI is oxidized by laccase to PINO and this reactive intermediate oxidizes of non-phenolic lignin model compounds, such as benzyl alcohols, due the ability to abstract hydrogen atom from the a-C−H bond. We were investigated the kinetics of reaction of hydrogen atom transfer (HAT) from benzyl alcohol to the aryl substituted PINO with formation of initial NHPI and benzylic radical. This reaction is important in the catalyzed by NHPI aerobic oxidation of organic compounds.

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Physical Chemistry