A Simple and Highly Selective Biomimetic Oxidation of Alcohols with Hypervalent Iodine(III) Reagent Catalyzed by β-Cyclodextrin in Water
A simple, mild and highly efficient biomimetic oxidation of alcohols to the corresponding aldehydes or ketones with hypervalent iodine(III) reagent catalyzed by β-cyclodextrin was reported. β-cyclodextrin serves as a biological catalyst to enhance the reaction remarkably. The oxidation proceeded in...
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| Veröffentlicht in: | Catalysis letters 2011-04, Vol.141 (4), p.582-586 |
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| creator | Zhu, Chenjie Wei, Yunyang |
| description | A simple, mild and highly efficient biomimetic oxidation of alcohols to the corresponding aldehydes or ketones with hypervalent iodine(III) reagent catalyzed by β-cyclodextrin was reported. β-cyclodextrin serves as a biological catalyst to enhance the reaction remarkably. The oxidation proceeded in water to afford aldehydes or ketones in excellent yields and high selectivity without remarkable over-oxidation to carboxylic acids. Selective oxidation of primary alcohols in the presence of secondary alcohols was also achieved. A possible mechanism for the oxidation was proposed.
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| doi_str_mv | 10.1007/s10562-011-0545-y |
| format | Article |
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Graphical Abstract</description><subject>Alcohol</subject><subject>Alcohols</subject><subject>Aldehydes</subject><subject>Biomimetics</subject><subject>Carboxylic acids</subject><subject>Catalysis</subject><subject>Chemical properties</subject><subject>Chemical tests and reagents</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Cyclodextrins</subject><subject>Industrial Chemistry/Chemical Engineering</subject><subject>Iodine</subject><subject>Ketones</subject><subject>Organic acids</subject><subject>Organometallic Chemistry</subject><subject>Oxidation</subject><subject>Oxidation-reduction reaction</subject><subject>Physical Chemistry</subject><subject>Reagents</subject><subject>Selectivity</subject><subject>Transition metal compounds</subject><issn>1011-372X</issn><issn>1572-879X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><sourceid>AFKRA</sourceid><sourceid>BENPR</sourceid><sourceid>CCPQU</sourceid><sourceid>DWQXO</sourceid><recordid>eNp1kd9qFDEUxgdRsLY-gHcBb-zF1PyZbGYu10XdgUKhW7F3IZs5M5uSSdYkWzu-ga_jg_hMZtlCWbDkQMLJ78vhy1cU7wi-IBiLj5FgPqMlJqTEvOLl9KI4IVzQshbN7ct83t8wQW9fF29ivMMYN4I0J8XvOVqZcWsBKdehpRk2dkIrsKCTuQf0yfjRjJCMRlcPplPJeId8j-ZW-423Ef00aYOW0xbCvbLgEmp9Zxx8aNv2HF2DGva9hUrKTr-gQ-sJ_f1TLiZtfQcPKRiHcn1XCcJZ8apXNsLbx_20-Pbl881iWV5efW0X88tSV0SkkvNKUM3Xoq9YR9cNERXnYs1BEKGpqEjdN2yG9azLHjVRkJ0ypgitmCbQaHZavD-8uw3-xw5iknd-F1weKSnldUOrmtRP1JBtSeN6n4LSo4lazhmf1biuWZOpi_9QeXUwGu0d9Cb3jwTnR4LMpPwPg9rFKNvV9TFLDqwOPsYAvdwGM6owSYLlPnR5CF3maOU-dDllDT1oYmbdAOHJ3POif4brrdA</recordid><startdate>20110401</startdate><enddate>20110401</enddate><creator>Zhu, Chenjie</creator><creator>Wei, Yunyang</creator><general>Springer US</general><general>Springer</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><scope>ISR</scope><scope>8FE</scope><scope>8FG</scope><scope>ABJCF</scope><scope>AFKRA</scope><scope>BENPR</scope><scope>BGLVJ</scope><scope>CCPQU</scope><scope>D1I</scope><scope>DWQXO</scope><scope>HCIFZ</scope><scope>KB.</scope><scope>PDBOC</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope></search><sort><creationdate>20110401</creationdate><title>A Simple and Highly Selective Biomimetic Oxidation of Alcohols with Hypervalent Iodine(III) Reagent Catalyzed by β-Cyclodextrin in Water</title><author>Zhu, Chenjie ; Wei, Yunyang</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c417t-55472c5b7f43d2b9174557b5e717c27418f9360c6d000c1ae00933a1243c1e9c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Alcohol</topic><topic>Alcohols</topic><topic>Aldehydes</topic><topic>Biomimetics</topic><topic>Carboxylic acids</topic><topic>Catalysis</topic><topic>Chemical properties</topic><topic>Chemical tests and reagents</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Cyclodextrins</topic><topic>Industrial Chemistry/Chemical Engineering</topic><topic>Iodine</topic><topic>Ketones</topic><topic>Organic acids</topic><topic>Organometallic Chemistry</topic><topic>Oxidation</topic><topic>Oxidation-reduction reaction</topic><topic>Physical Chemistry</topic><topic>Reagents</topic><topic>Selectivity</topic><topic>Transition metal compounds</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zhu, Chenjie</creatorcontrib><creatorcontrib>Wei, Yunyang</creatorcontrib><collection>CrossRef</collection><collection>Gale In Context: Science</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Technology Collection</collection><collection>Materials Science & Engineering Collection</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central</collection><collection>Technology Collection</collection><collection>ProQuest One Community College</collection><collection>ProQuest Materials Science Collection</collection><collection>ProQuest Central Korea</collection><collection>SciTech Premium Collection</collection><collection>Materials Science Database</collection><collection>Materials Science Collection</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central China</collection><jtitle>Catalysis letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zhu, Chenjie</au><au>Wei, Yunyang</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A Simple and Highly Selective Biomimetic Oxidation of Alcohols with Hypervalent Iodine(III) Reagent Catalyzed by β-Cyclodextrin in Water</atitle><jtitle>Catalysis letters</jtitle><stitle>Catal Lett</stitle><date>2011-04-01</date><risdate>2011</risdate><volume>141</volume><issue>4</issue><spage>582</spage><epage>586</epage><pages>582-586</pages><issn>1011-372X</issn><eissn>1572-879X</eissn><abstract>A simple, mild and highly efficient biomimetic oxidation of alcohols to the corresponding aldehydes or ketones with hypervalent iodine(III) reagent catalyzed by β-cyclodextrin was reported. β-cyclodextrin serves as a biological catalyst to enhance the reaction remarkably. The oxidation proceeded in water to afford aldehydes or ketones in excellent yields and high selectivity without remarkable over-oxidation to carboxylic acids. Selective oxidation of primary alcohols in the presence of secondary alcohols was also achieved. A possible mechanism for the oxidation was proposed.
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| fulltext | fulltext |
| identifier | ISSN: 1011-372X |
| ispartof | Catalysis letters, 2011-04, Vol.141 (4), p.582-586 |
| issn | 1011-372X 1572-879X |
| language | eng |
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| source | SpringerLink Journals - AutoHoldings |
| subjects | Alcohol Alcohols Aldehydes Biomimetics Carboxylic acids Catalysis Chemical properties Chemical tests and reagents Chemistry Chemistry and Materials Science Cyclodextrins Industrial Chemistry/Chemical Engineering Iodine Ketones Organic acids Organometallic Chemistry Oxidation Oxidation-reduction reaction Physical Chemistry Reagents Selectivity Transition metal compounds |
| title | A Simple and Highly Selective Biomimetic Oxidation of Alcohols with Hypervalent Iodine(III) Reagent Catalyzed by β-Cyclodextrin in Water |
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