Highly efficient oxidation of alcohols by the system "hydrogen peroxide-[lmn(o)3mnl](pf6)2 (l = 1,4,7-trimethyl-1,4,7-triazacyclononane)-oxalic acid" |
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| Authors: | Vanessa A dos Santos Lidia S Shul'pina Dario Veghini Dalmo Mandelli and Georgiy B Shul'pin |
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| Institution: | (1) Pontifícia Universidade Católica de Campinas, Faculdade de Química, Campus I, Rod. D. Pedro I, km 136, Pq. das Universidades, 13086-900, Campinas, SP, Brazil;(2) Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow 119991, Russia;(3) Organic Fine Chemicals, LONZA Ltd., Visp CH-3930, Switzerland;(4) Pontifícia Universidade Católica de Campinas, Faculdade de Química, Campus I, Rod. D. Pedro I, km 136, Pq. das Universidades, 13086-900, Campinas, SP, Brazil;(5) Semenov Institute of Chemical Physics, Russian Academy of Sciences, ul. Kosygina 4, Moscow 119991, Russia |
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| Abstract: | Summary The dinuclear manganese(IV) complex LMn(O)3MnL](PF6)2 (1, L = 1,4,7-trimethyl-1,4,7-triazacyclononane) catalyzes the extremely efficient oxidation of alcohols with hydrogen peroxide
at room temperature. Oxalic acid is an obligatory co-catalyst. The oxidation of isopropanol, for example, yields acetone with
turnover numbers up to 40000 after 5-10 h in the absence of a solvent. 2-Cyanoethanol was oxidized by this system with somewhat
lower efficiency (conversion 70%). The catalytically active cation from salt 1 was obtained in an insoluble form containing
a heteropoly anion Mn2O3(TMTACN)2]2SiW12O40]. Oxidation of 2-cyanoethanol using this heterogenized catalyst and oxalic acid gave the oxo-products with the 54% total
yield. |
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| Keywords: | hydrogen peroxide Alcohols manganese complexes homogeneous catalysis oxidation |
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