Catalyst Development for the Synthesis of Ozonides and Tetraoxanes Under Heterogeneous Conditions: Disclosure of an Unprecedented Class of Fungicides for Agricultural Application

Catalyst Development for the Synthesis of Ozonides and Tetraoxanes Under Heterogeneous Conditions: Disclosure of an Unprecedented Class of Fungicides for Agricultural Application Full article

Journal

Chemistry: A European Journal
ISSN: 0947-6539 , E-ISSN: 1521-3765

Output data

Year: 2020, Volume: 26, Number: 21, Pages: 4734-4751 Pages count : 18 DOI: 10.1002/chem.201904555

Authors

Yaremenko Ivan A. ^1,2,3 , Radulov Peter S. ^1,3 , Belyakova Yulia Yu. ³ , Demina Arina A. ^4,3 , Fomenkov Dmitriy I. ^2,3 , Barsukov Denis V. ³ , Subbotina Irina R. ³ , Fleury Fabrice ⁵ , Terentev Alexander O. ^1,2,3

Affiliations

1	All-Russian Research Institute for Phytopathology 143050 B. Vyazyomy Moscow Region Russia
2	Faculty of Chemical and Pharmaceutical Technology andBiomedical ProductsD.I. Mendeleev University of, Chemical Technology of Russia 9 Miusskaya Square Moscow 125047 Russia
3	N.D. Zelinsky Institute of Organic ChemistryRussian Academy of Sciences 47 Leninsky prosp. 119991 Moscow Russia
4	Department of ChemistryM.V. Lomonosov Moscow State University 1-3 Leninskie Gory Moscow 119991 Russia
5	Mechanism and regulation of DNA repair team UFIP CNRS UMR 6286 Université de Nantes 2 rue de la Houssinière 44322 Nantes France

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.

Yaremenko I.A. , Radulov P.S. , Belyakova Y.Y. , Demina A.A. , Fomenkov D.I. , Barsukov D.V. , Subbotina I.R. , Fleury F. , Terentev A.O.
Catalyst Development for the Synthesis of Ozonides and Tetraoxanes Under Heterogeneous Conditions: Disclosure of an Unprecedented Class of Fungicides for Agricultural Application
Chemistry: A European Journal. 2020. V.26. N21. P.4734-4751. DOI: 10.1002/chem.201904555 WOS Scopus OpenAlex

≡ Web of science:	WOS:000514235000001
≡ Scopus:	2-s2.0-85079882954
≡ OpenAlex:	W2990943800