A Rapid and Efficient Synthesis of Quinone Derivatives: Ru(II)- or Ir(I)-Catalyzed Hydrogen Peroxide Oxidation of Phenols and Methoxyarenes
Hydroquinone and methoxybenzene derivatives were catalytically oxidized promptly to the corresponding quinones in up to 99% yield. With a catalyst loading of 0.01 mol %, a maximum TON of 8.4×103 was attained in the case of Ru(II)‐complex. Ru(II)(pybox‐dh)(pydic) is able to enhance the hydrogen perox...
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Veröffentlicht in: | Advanced synthesis & catalysis 2005-03, Vol.347 (4), p.517-520 |
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creator | Iwasa, Seiji Fakhruddin, Ahmad Widagdo, Herman Setyo Nishiyama, Hisao |
description | Hydroquinone and methoxybenzene derivatives were catalytically oxidized promptly to the corresponding quinones in up to 99% yield. With a catalyst loading of 0.01 mol %, a maximum TON of 8.4×103 was attained in the case of Ru(II)‐complex. Ru(II)(pybox‐dh)(pydic) is able to enhance the hydrogen peroxide oxidation of substituted hydroquinones as well as methoxybenzenes, but Ir[(coe)2Cl]2 and Ir[(cod)Cl]2 were found to be effective catalysts only for the former substrates under similar oxidation conditions. |
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With a catalyst loading of 0.01 mol %, a maximum TON of 8.4×103 was attained in the case of Ru(II)‐complex. Ru(II)(pybox‐dh)(pydic) is able to enhance the hydrogen peroxide oxidation of substituted hydroquinones as well as methoxybenzenes, but Ir[(coe)2Cl]2 and Ir[(cod)Cl]2 were found to be effective catalysts only for the former substrates under similar oxidation conditions.</description><identifier>ISSN: 1615-4150</identifier><identifier>EISSN: 1615-4169</identifier><identifier>DOI: 10.1002/adsc.200404287</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>homogeneous catalysis ; hydrogen peroxide ; hydroquinones ; N ligands ; oxidation ; ruthenium</subject><ispartof>Advanced synthesis & catalysis, 2005-03, Vol.347 (4), p.517-520</ispartof><rights>Copyright © 2005 WILEY‐VCH Verlag GmbH & Co. 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Synth. Catal</addtitle><description>Hydroquinone and methoxybenzene derivatives were catalytically oxidized promptly to the corresponding quinones in up to 99% yield. With a catalyst loading of 0.01 mol %, a maximum TON of 8.4×103 was attained in the case of Ru(II)‐complex. Ru(II)(pybox‐dh)(pydic) is able to enhance the hydrogen peroxide oxidation of substituted hydroquinones as well as methoxybenzenes, but Ir[(coe)2Cl]2 and Ir[(cod)Cl]2 were found to be effective catalysts only for the former substrates under similar oxidation conditions.</description><subject>homogeneous catalysis</subject><subject>hydrogen peroxide</subject><subject>hydroquinones</subject><subject>N ligands</subject><subject>oxidation</subject><subject>ruthenium</subject><issn>1615-4150</issn><issn>1615-4169</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><recordid>eNqFkE1P4zAQhiMEEl973bOPcEix4yROuFVtKZXKAi2rPVquZ0wNxa7sAA1_gT9Nu11Ve-My8x7meUd6kuQnox1GaXahIOpORmlO86wSe8kRK1mR5qys93e5oIfJcYxPlDJRCXGUfHbJRC0tEOWADIyx2qJryLR1zRyjjcQbcv9qnXdI-hjsm2rsG8ZLMnk9G43OU-IDGYWzdeqpRi3aDwRy3ULwj-jIHQa_soDkdj3XoHeburs5Or-Ifz_eYDP3q1YFdBhPkwOjFhF__Nsnye-rwUPvOh3fDke97jjVvOYiFaUCA3qWQQW14UwUtDJ6VmqdG65BlYJCzTgWkFXA86zIoBYzyBlUpqg18pOks-3VwccY0MhlsC8qtJJRuVEpNyrlTuUaqLfAu11g-8217Panvf_ZdMva2OBqx6rwLEvBRSH__BrK6UM1GfeHU9nnX0L_iVM</recordid><startdate>200503</startdate><enddate>200503</enddate><creator>Iwasa, Seiji</creator><creator>Fakhruddin, Ahmad</creator><creator>Widagdo, Herman Setyo</creator><creator>Nishiyama, Hisao</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>200503</creationdate><title>A Rapid and Efficient Synthesis of Quinone Derivatives: Ru(II)- or Ir(I)-Catalyzed Hydrogen Peroxide Oxidation of Phenols and Methoxyarenes</title><author>Iwasa, Seiji ; Fakhruddin, Ahmad ; Widagdo, Herman Setyo ; Nishiyama, Hisao</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3937-76adfdcb2d8d9f317508fcb6cc4f3cda670d913e5d28d34252d97bd41d8f59ce3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>homogeneous catalysis</topic><topic>hydrogen peroxide</topic><topic>hydroquinones</topic><topic>N ligands</topic><topic>oxidation</topic><topic>ruthenium</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Iwasa, Seiji</creatorcontrib><creatorcontrib>Fakhruddin, Ahmad</creatorcontrib><creatorcontrib>Widagdo, Herman Setyo</creatorcontrib><creatorcontrib>Nishiyama, Hisao</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>Advanced synthesis & catalysis</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Iwasa, Seiji</au><au>Fakhruddin, Ahmad</au><au>Widagdo, Herman Setyo</au><au>Nishiyama, Hisao</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A Rapid and Efficient Synthesis of Quinone Derivatives: Ru(II)- or Ir(I)-Catalyzed Hydrogen Peroxide Oxidation of Phenols and Methoxyarenes</atitle><jtitle>Advanced synthesis & catalysis</jtitle><addtitle>Adv. Synth. Catal</addtitle><date>2005-03</date><risdate>2005</risdate><volume>347</volume><issue>4</issue><spage>517</spage><epage>520</epage><pages>517-520</pages><issn>1615-4150</issn><eissn>1615-4169</eissn><abstract>Hydroquinone and methoxybenzene derivatives were catalytically oxidized promptly to the corresponding quinones in up to 99% yield. With a catalyst loading of 0.01 mol %, a maximum TON of 8.4×103 was attained in the case of Ru(II)‐complex. Ru(II)(pybox‐dh)(pydic) is able to enhance the hydrogen peroxide oxidation of substituted hydroquinones as well as methoxybenzenes, but Ir[(coe)2Cl]2 and Ir[(cod)Cl]2 were found to be effective catalysts only for the former substrates under similar oxidation conditions.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/adsc.200404287</doi><tpages>4</tpages></addata></record> |
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subjects | homogeneous catalysis hydrogen peroxide hydroquinones N ligands oxidation ruthenium |
title | A Rapid and Efficient Synthesis of Quinone Derivatives: Ru(II)- or Ir(I)-Catalyzed Hydrogen Peroxide Oxidation of Phenols and Methoxyarenes |
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