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Photocatalytic reduction of fluoroalkyl-substituted alcohols activated by pentafluoropyridine
Affiliation:1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation;2. Department of Chemistry, M. V. Lomonosov Moscow State University, 119991 Moscow, Russian Federation;1. A. G. Merzhanov Institute of Structural Macrokinetics and Materials Science, Russian Academy of Sciences, 142432 Chernogolovka, Moscow Region, Russian Federation;2. N. N. Semenov Federal Research Center for Chemical Physics, Russian Academy of Sciences, 119991 Moscow, Russian Federation;1. Department of Chemistry, M. V. Lomonosov Moscow State University, 119991 Moscow, Russian Federation;2. N. M. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, 119334 Moscow, Russian Federation;3. Photochemistry Centre, FRC ‘Crystallography and Photonics’, Russian Academy of Sciences, 119421 Moscow, Russian Federation;1. Institute of Macromolecular Compounds, Russian Academy of Sciences, 199004 St. Petersburg, Russian Federation;2. Saint-Petersburg State University of Industrial Technologies and Design, 191186 St. Petersburg, Russian Federation;3. St. Petersburg State Institute of Technology (Technical University), 190013 St. Petersburg, Russian Federation;4. Institute of Earth Sciences, St. Petersburg State University, 199034 St. Petersburg, Russian Federation
Abstract:A new method for deoxygenation of fluoroalkyl-substituted alcohols involves derivatization of the hydroxy group with pentafluoropyridine followed by photoredox catalyzed reduction of the obtained hetaryl ethers using γ-terpinene as a source of hydrogen. The initial alcohols can be easily obtained by nucleophilic fluoroalkylation of the corresponding aldehydes.
Keywords:photocatalysis  radicals  deoxygenation  organofluorine compounds  alcohols  ethers
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