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Catalyst Development for the Synthesis of Ozonides and Tetraoxanes Under Heterogeneous Conditions: Disclosure of an Unprecedented Class of Fungicides for Agricultural Application |
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| Authors: | Dr. Ivan A. Yaremenko Peter S. Radulov Yulia Y. Belyakova Arina A. Demina Dmitriy I. Fomenkov Dr. Denis V. Barsukov Dr. Irina R. Subbotina Prof. Fabrice Fleury Prof. Alexander O. Terent'ev |
| Affiliation: | 1. N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russia;2. N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russia All-Russian Research Institute for Phytopathology, 143050 B. Vyazyomy Moscow Region, Russia;3. N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russia Department of Chemistry, M.V. Lomonosov Moscow State University, 1-3 Leninskie Gory, Moscow, 119991 Russia;4. N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russia Faculty of Chemical and Pharmaceutical Technology and, Biomedical Products, D.I. Mendeleev University of, Chemical Technology of Russia, 9 Miusskaya Square, Moscow, 125047 Russia;5. Mechanism and regulation of DNA repair team, UFIP CNRS UMR 6286 Université de Nantes, 2 rue de la Houssinière, 44322 Nantes, France |
| Abstract: | The catalyst H3+xPMo12−x+6Mox+5O40 supported on SiO2 was developed for peroxidation of 1,3- and 1,5-diketones with hydrogen peroxide with the formation of bridged 1,2,4,5-tetraoxanes and bridged 1,2,4-trioxolanes (ozonides) with high yield based on isolated products (up to 86 and 90 %, respectively) under heterogeneous conditions. Synthesis of peroxides under heterogeneous conditions is a rare process and represents a challenge for this field of chemistry, because peroxides tend to decompose on the surface of a catalyst . A new class of antifungal agents for crop protection, that is, cyclic peroxides: bridged 1,2,4,5-tetraoxanes and bridged ozonides, was discovered. Some ozonides and tetraoxanes exhibit a very high antifungal activity and are superior to commercial fungicides, such as Triadimefon and Kresoxim-methyl. It is important to note that none of the fungicides used in agricultural chemistry contains a peroxide fragment. |
| Keywords: | fungicides heterogeneous catalysis heteropolyacids ozonides peroxides tetraoxanes |