Oxygenation of aromatic hydrocarbons with hydrogen peroxide catalyzed by rhodium carbonyl complexes |
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| Authors: | Georgiy B Shul'pin Dmitriy V Muratov Lidia S Shul'pina Aleksandr R Kudinov Tatyana V Strelkova Pavel V Petrovskiy |
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| Institution: | 1. Department of Kinetics and Catalysis, Semenov Institute of Chemical Physics, Russian Academy of Sciences, ulitsa Kosygina, dom 4, Moscow 119991, Russia;2. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, ulitsa Vavilova, dom 28, Moscow 119991, Russia |
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| Abstract: | Hexanuclear rhodium carbonyl cluster, Rh6(CO)16, catalyzes benzene hydroxylation with hydrogen peroxide in acetonitrile solution. Phenol and (at lower concentration) quinone are formed with the maximum attained total yield and turnover number 17% and 683, respectively. Certain other rhodium carbonyl complexes, containing cyclopentadienyl ligands, Rh2Cp2(CO)3 and Rh3(CpMe)3(CO)3, are less efficient catalysts. Cyclopentadienyl derivatives of rhodium which do not contain the carbonyl ligands, Rh(CpMe5)(CH2?CH2)2, RhCp(cyclooctatetraene) and Rh2Cp2(cyclooctatetraene) turned out to be absolutely inactive in the benzene hydroxylation. Styrene is transformed into benzaldehyde and (at lower concentration) acetophenone and 1‐phenylethanol. Copyright © 2008 John Wiley & Sons, Ltd. |
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| Keywords: | benzene homogeneous catalysis hydrogen peroxide hydroxylation rhodium complexes phenol |
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