Laccase/2,2,6,6-Tetramethylpiperidinoxyl Radical (TEMPO): An Efficient Catalytic System for Selective Oxidations of Primary Hydroxy and Amino Groups in Aqueous and Biphasic Media
Copper salts/2,2,6,6‐tetramethylpiperidinoxyl radical (TEMPO) catalytic systems enable efficient aerobic oxidations of primary alcohols but they generally show a reduced reactivity in aqueous medium. Herein, we report an oxidative catalytic system composed of Trametes versicolor laccase and TEMPO, w...
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| Veröffentlicht in: | Advanced synthesis & catalysis 2014-07, Vol.356 (10), p.2321-2329 |
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| container_title | Advanced synthesis & catalysis |
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| creator | Díaz-Rodríguez, Alba Martínez-Montero, Lía Lavandera, Iván Gotor, Vicente Gotor-Fernández, Vicente |
| description | Copper salts/2,2,6,6‐tetramethylpiperidinoxyl radical (TEMPO) catalytic systems enable efficient aerobic oxidations of primary alcohols but they generally show a reduced reactivity in aqueous medium. Herein, we report an oxidative catalytic system composed of Trametes versicolor laccase and TEMPO, which is able to work in buffer solutions at room temperature using ambient air. Although this catalytic system displays great efficiency in aqueous systems, the addition of methyl tert‐butyl ether allows the reduction of TEMPO loading, also enhancing the solubility of hydrophobic compounds. This practical methodology promotes the chemoselective aerobic oxidation of hydroxy or amino groups, leading to interesting organic derivatives such as aldehydes, lactones, hemiaminals or lactams. |
| doi_str_mv | 10.1002/adsc.201400260 |
| format | Article |
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Herein, we report an oxidative catalytic system composed of Trametes versicolor laccase and TEMPO, which is able to work in buffer solutions at room temperature using ambient air. Although this catalytic system displays great efficiency in aqueous systems, the addition of methyl tert‐butyl ether allows the reduction of TEMPO loading, also enhancing the solubility of hydrophobic compounds. 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Synth. Catal</addtitle><description>Copper salts/2,2,6,6‐tetramethylpiperidinoxyl radical (TEMPO) catalytic systems enable efficient aerobic oxidations of primary alcohols but they generally show a reduced reactivity in aqueous medium. Herein, we report an oxidative catalytic system composed of Trametes versicolor laccase and TEMPO, which is able to work in buffer solutions at room temperature using ambient air. Although this catalytic system displays great efficiency in aqueous systems, the addition of methyl tert‐butyl ether allows the reduction of TEMPO loading, also enhancing the solubility of hydrophobic compounds. 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Synth. Catal</addtitle><date>2014-07-07</date><risdate>2014</risdate><volume>356</volume><issue>10</issue><spage>2321</spage><epage>2329</epage><pages>2321-2329</pages><issn>1615-4150</issn><eissn>1615-4169</eissn><abstract>Copper salts/2,2,6,6‐tetramethylpiperidinoxyl radical (TEMPO) catalytic systems enable efficient aerobic oxidations of primary alcohols but they generally show a reduced reactivity in aqueous medium. Herein, we report an oxidative catalytic system composed of Trametes versicolor laccase and TEMPO, which is able to work in buffer solutions at room temperature using ambient air. Although this catalytic system displays great efficiency in aqueous systems, the addition of methyl tert‐butyl ether allows the reduction of TEMPO loading, also enhancing the solubility of hydrophobic compounds. This practical methodology promotes the chemoselective aerobic oxidation of hydroxy or amino groups, leading to interesting organic derivatives such as aldehydes, lactones, hemiaminals or lactams.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/adsc.201400260</doi><tpages>9</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | Advanced synthesis & catalysis, 2014-07, Vol.356 (10), p.2321-2329 |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | 2,2,6,6‐tetramethylpiperidinoxyl radical (TEMPO) 6-tetramethylpiperidinoxyl radical (TEMPO) aerobic oxidation Aldehydes Catalysis Catalysts Derivatives Ethers hemiaminals Laccase laccase/TEMPO lactones Oxidation Radicals selective oxidation |
| title | Laccase/2,2,6,6-Tetramethylpiperidinoxyl Radical (TEMPO): An Efficient Catalytic System for Selective Oxidations of Primary Hydroxy and Amino Groups in Aqueous and Biphasic Media |
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