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Regioselective Hydrogenation of Itaconic Acid to γ‐Isovalerolactone by Transition‐Metal Nanoparticle Catalysts
Current methods for hydrogenation of bio‐derived itaconic acid (IA) lead to a mixture of isomeric lactone products. Transition‐metal nanoparticles (TM‐NPs), in situ‐generated through thermolysis of TM(0) (Ru, Fe, W, Cr) carbonyls, in particular Ru‐NPs, were found to catalyze regioselective hydrogena...
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Published in: | ChemSusChem 2019-03, Vol.12 (5), p.973-977 |
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description | Current methods for hydrogenation of bio‐derived itaconic acid (IA) lead to a mixture of isomeric lactone products. Transition‐metal nanoparticles (TM‐NPs), in situ‐generated through thermolysis of TM(0) (Ru, Fe, W, Cr) carbonyls, in particular Ru‐NPs, were found to catalyze regioselective hydrogenation of IA by syngas (2 H2/CO) into γ‐isovalerolactone (GiVL) in approximately 70 % isolated yield. Key sustainability features of this new route include: a one‐pot direct transformation of bio‐renewable IA into value‐added GiVL selectively, use of inexpensive and renewable syngas in aqueous solution, and development of a supported recyclable NP catalyst system, Al2O3‐Ru‐NPs.
Nano‐Bio: In situ‐generated transition‐metal nanoparticles (Ru‐NPs) catalyze regioselective hydrogenation of itaconic acid (IA) by syngas (2 H2/CO) into γ‐isovalerolactone (GiVL) in approximately 70 % isolated yield. Key sustainability features of this new route include: a one‐pot direct transformation of bio‐renewable IA into value‐added GiVL selectively, use of inexpensive and renewable syngas in aqueous solution, and development of a supported recyclable NP catalyst system, Al2O3‐Ru‐NPs. |
doi_str_mv | 10.1002/cssc.201802878 |
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Nano‐Bio: In situ‐generated transition‐metal nanoparticles (Ru‐NPs) catalyze regioselective hydrogenation of itaconic acid (IA) by syngas (2 H2/CO) into γ‐isovalerolactone (GiVL) in approximately 70 % isolated yield. Key sustainability features of this new route include: a one‐pot direct transformation of bio‐renewable IA into value‐added GiVL selectively, use of inexpensive and renewable syngas in aqueous solution, and development of a supported recyclable NP catalyst system, Al2O3‐Ru‐NPs.</description><identifier>ISSN: 1864-5631</identifier><identifier>EISSN: 1864-564X</identifier><identifier>DOI: 10.1002/cssc.201802878</identifier><identifier>PMID: 30637972</identifier><language>eng</language><publisher>Germany: Wiley Subscription Services, Inc</publisher><subject>Aluminum oxide ; Aqueous solutions ; Carbonyls ; Catalysis ; Catalysts ; Chromium ; Hydrogenation ; Itaconic acid ; nanoparticle catalyst ; Nanoparticles ; Regioselectivity ; syngas ; Synthesis gas ; Tungsten ; γ-isovalerolactone</subject><ispartof>ChemSusChem, 2019-03, Vol.12 (5), p.973-977</ispartof><rights>2019 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4008-4cd6b6a288c0b9e92c919b1d5a5cab6181b796c98ab3fae4a639a86aab4b7d4d3</citedby><cites>FETCH-LOGICAL-c4008-4cd6b6a288c0b9e92c919b1d5a5cab6181b796c98ab3fae4a639a86aab4b7d4d3</cites><orcidid>0000-0001-7512-3484 ; 0000-0001-6154-224X ; 0000000175123484 ; 000000016154224X</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,314,780,784,885,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/30637972$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink><backlink>$$Uhttps://www.osti.gov/biblio/1492760$$D View this record in Osti.gov$$Hfree_for_read</backlink></links><search><creatorcontrib>Gowda, Ravikumar R.</creatorcontrib><creatorcontrib>Chen, Eugene Y.‐X.</creatorcontrib><title>Regioselective Hydrogenation of Itaconic Acid to γ‐Isovalerolactone by Transition‐Metal Nanoparticle Catalysts</title><title>ChemSusChem</title><addtitle>ChemSusChem</addtitle><description>Current methods for hydrogenation of bio‐derived itaconic acid (IA) lead to a mixture of isomeric lactone products. Transition‐metal nanoparticles (TM‐NPs), in situ‐generated through thermolysis of TM(0) (Ru, Fe, W, Cr) carbonyls, in particular Ru‐NPs, were found to catalyze regioselective hydrogenation of IA by syngas (2 H2/CO) into γ‐isovalerolactone (GiVL) in approximately 70 % isolated yield. Key sustainability features of this new route include: a one‐pot direct transformation of bio‐renewable IA into value‐added GiVL selectively, use of inexpensive and renewable syngas in aqueous solution, and development of a supported recyclable NP catalyst system, Al2O3‐Ru‐NPs.
Nano‐Bio: In situ‐generated transition‐metal nanoparticles (Ru‐NPs) catalyze regioselective hydrogenation of itaconic acid (IA) by syngas (2 H2/CO) into γ‐isovalerolactone (GiVL) in approximately 70 % isolated yield. Key sustainability features of this new route include: a one‐pot direct transformation of bio‐renewable IA into value‐added GiVL selectively, use of inexpensive and renewable syngas in aqueous solution, and development of a supported recyclable NP catalyst system, Al2O3‐Ru‐NPs.</description><subject>Aluminum oxide</subject><subject>Aqueous solutions</subject><subject>Carbonyls</subject><subject>Catalysis</subject><subject>Catalysts</subject><subject>Chromium</subject><subject>Hydrogenation</subject><subject>Itaconic acid</subject><subject>nanoparticle catalyst</subject><subject>Nanoparticles</subject><subject>Regioselectivity</subject><subject>syngas</subject><subject>Synthesis gas</subject><subject>Tungsten</subject><subject>γ-isovalerolactone</subject><issn>1864-5631</issn><issn>1864-564X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNqF0UFuEzEUBuARAtFS2LJEFmzYJNieGY-9rEaURiqtRIvEznr2vBRXzjjYTqvZcQTuwj04BCfBISVIbFjZsr73S89_VT1ndM4o5W9sSnbOKZOUy04-qA6ZFM2sFc2nh_t7zQ6qJyndUCqoEuJxdVBTUXeq44dV-oDXLiT0aLO7RXI6DTFc4wjZhZGEJVlksGF0lhxbN5AcyI_vP79-W6RwCx5j8GBzGJGYiVxFGJPbzhXwHjN4cg5jWEPMznokPZSnKeX0tHq0BJ_w2f15VH08eXvVn87OLt4t-uOzmW0olbPGDsII4FJaahQqbhVThg0ttBaMYJKZTgmrJJh6CdiAqBVIAWAa0w3NUB9VL3e5IWWnk3UZ7eeyzFh21axRvBO0oNc7tI7hywZT1iuXLHoPI4ZN0px1qm7L9_JCX_1Db8ImjmWFoqSUNW9_q_lO2RhSirjU6-hWECfNqN52pred6X1nZeDFfezGrHDY8z8lFaB24M55nP4Tp_vLy_5v-C9n26eu</recordid><startdate>20190307</startdate><enddate>20190307</enddate><creator>Gowda, Ravikumar R.</creator><creator>Chen, Eugene Y.‐X.</creator><general>Wiley Subscription Services, Inc</general><general>Wiley Blackwell (John Wiley & Sons)</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>K9.</scope><scope>7X8</scope><scope>OTOTI</scope><orcidid>https://orcid.org/0000-0001-7512-3484</orcidid><orcidid>https://orcid.org/0000-0001-6154-224X</orcidid><orcidid>https://orcid.org/0000000175123484</orcidid><orcidid>https://orcid.org/000000016154224X</orcidid></search><sort><creationdate>20190307</creationdate><title>Regioselective Hydrogenation of Itaconic Acid to γ‐Isovalerolactone by Transition‐Metal Nanoparticle Catalysts</title><author>Gowda, Ravikumar R. ; Chen, Eugene Y.‐X.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4008-4cd6b6a288c0b9e92c919b1d5a5cab6181b796c98ab3fae4a639a86aab4b7d4d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Aluminum oxide</topic><topic>Aqueous solutions</topic><topic>Carbonyls</topic><topic>Catalysis</topic><topic>Catalysts</topic><topic>Chromium</topic><topic>Hydrogenation</topic><topic>Itaconic acid</topic><topic>nanoparticle catalyst</topic><topic>Nanoparticles</topic><topic>Regioselectivity</topic><topic>syngas</topic><topic>Synthesis gas</topic><topic>Tungsten</topic><topic>γ-isovalerolactone</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Gowda, Ravikumar R.</creatorcontrib><creatorcontrib>Chen, Eugene Y.‐X.</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><collection>OSTI.GOV</collection><jtitle>ChemSusChem</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Gowda, Ravikumar R.</au><au>Chen, Eugene Y.‐X.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Regioselective Hydrogenation of Itaconic Acid to γ‐Isovalerolactone by Transition‐Metal Nanoparticle Catalysts</atitle><jtitle>ChemSusChem</jtitle><addtitle>ChemSusChem</addtitle><date>2019-03-07</date><risdate>2019</risdate><volume>12</volume><issue>5</issue><spage>973</spage><epage>977</epage><pages>973-977</pages><issn>1864-5631</issn><eissn>1864-564X</eissn><abstract>Current methods for hydrogenation of bio‐derived itaconic acid (IA) lead to a mixture of isomeric lactone products. Transition‐metal nanoparticles (TM‐NPs), in situ‐generated through thermolysis of TM(0) (Ru, Fe, W, Cr) carbonyls, in particular Ru‐NPs, were found to catalyze regioselective hydrogenation of IA by syngas (2 H2/CO) into γ‐isovalerolactone (GiVL) in approximately 70 % isolated yield. Key sustainability features of this new route include: a one‐pot direct transformation of bio‐renewable IA into value‐added GiVL selectively, use of inexpensive and renewable syngas in aqueous solution, and development of a supported recyclable NP catalyst system, Al2O3‐Ru‐NPs.
Nano‐Bio: In situ‐generated transition‐metal nanoparticles (Ru‐NPs) catalyze regioselective hydrogenation of itaconic acid (IA) by syngas (2 H2/CO) into γ‐isovalerolactone (GiVL) in approximately 70 % isolated yield. Key sustainability features of this new route include: a one‐pot direct transformation of bio‐renewable IA into value‐added GiVL selectively, use of inexpensive and renewable syngas in aqueous solution, and development of a supported recyclable NP catalyst system, Al2O3‐Ru‐NPs.</abstract><cop>Germany</cop><pub>Wiley Subscription Services, Inc</pub><pmid>30637972</pmid><doi>10.1002/cssc.201802878</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0001-7512-3484</orcidid><orcidid>https://orcid.org/0000-0001-6154-224X</orcidid><orcidid>https://orcid.org/0000000175123484</orcidid><orcidid>https://orcid.org/000000016154224X</orcidid></addata></record> |
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subjects | Aluminum oxide Aqueous solutions Carbonyls Catalysis Catalysts Chromium Hydrogenation Itaconic acid nanoparticle catalyst Nanoparticles Regioselectivity syngas Synthesis gas Tungsten γ-isovalerolactone |
title | Regioselective Hydrogenation of Itaconic Acid to γ‐Isovalerolactone by Transition‐Metal Nanoparticle Catalysts |
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