Transformation of Atmospheric CO2 Catalyzed by Protic Ionic Liquids: Efficient Synthesis of 2-Oxazolidinones
Protic ionic liquids (PILs), such as 1,8‐diazabicyclo[5.4.0]‐7‐undecenium 2‐methylimidazolide [DBUH][MIm], can catalyze the reaction of atmospheric CO2 with a broad range of propargylic amines to form the corresponding 2‐oxazolidinones. The products are formed in high yields under mild, metal‐free c...
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| Veröffentlicht in: | Angewandte Chemie International Edition 2015-04, Vol.54 (18), p.5399-5403 |
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| creator | Hu, Jiayin Ma, Jun Zhu, Qinggong Zhang, Zhaofu Wu, Congyi Han, Buxing |
| description | Protic ionic liquids (PILs), such as 1,8‐diazabicyclo[5.4.0]‐7‐undecenium 2‐methylimidazolide [DBUH][MIm], can catalyze the reaction of atmospheric CO2 with a broad range of propargylic amines to form the corresponding 2‐oxazolidinones. The products are formed in high yields under mild, metal‐free conditions. The cheaper and greener PILs can be easily recycled and reused at least five times without a decrease in the catalytic activity and selectivity. A reaction mechanism was proposed on the basis of a detailed DFT study which indicates that both the cation and anion of the PIL play key synergistic roles in accelerating the reaction.
CO2 capture: Under mild, metal‐free conditions, protic ionic liquids, such as 1,8‐diazabicyclo[5.4.0]‐7‐undecenium 2‐methylimidazolide [DBUH][MIm], can catalyze the reaction between CO2 and propargylic amines to form 2‐oxazolidinones. Both the cation and anion of the ionic liquids play key roles in accelerating the reaction. |
| doi_str_mv | 10.1002/anie.201411969 |
| format | Article |
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CO2 capture: Under mild, metal‐free conditions, protic ionic liquids, such as 1,8‐diazabicyclo[5.4.0]‐7‐undecenium 2‐methylimidazolide [DBUH][MIm], can catalyze the reaction between CO2 and propargylic amines to form 2‐oxazolidinones. Both the cation and anion of the ionic liquids play key roles in accelerating the reaction.</description><edition>International ed. in English</edition><identifier>ISSN: 1433-7851</identifier><identifier>EISSN: 1521-3773</identifier><identifier>DOI: 10.1002/anie.201411969</identifier><identifier>PMID: 25735887</identifier><identifier>CODEN: ACIEAY</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>carbon dioxide fixation ; density functional calculations ; heterocycles ; ionic liquids ; Ions ; Liquids ; reaction mechanisms ; Solvents</subject><ispartof>Angewandte Chemie International Edition, 2015-04, Vol.54 (18), p.5399-5403</ispartof><rights>2015 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.</rights><rights>2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fanie.201411969$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fanie.201411969$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/25735887$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Hu, Jiayin</creatorcontrib><creatorcontrib>Ma, Jun</creatorcontrib><creatorcontrib>Zhu, Qinggong</creatorcontrib><creatorcontrib>Zhang, Zhaofu</creatorcontrib><creatorcontrib>Wu, Congyi</creatorcontrib><creatorcontrib>Han, Buxing</creatorcontrib><title>Transformation of Atmospheric CO2 Catalyzed by Protic Ionic Liquids: Efficient Synthesis of 2-Oxazolidinones</title><title>Angewandte Chemie International Edition</title><addtitle>Angew. Chem. Int. Ed</addtitle><description>Protic ionic liquids (PILs), such as 1,8‐diazabicyclo[5.4.0]‐7‐undecenium 2‐methylimidazolide [DBUH][MIm], can catalyze the reaction of atmospheric CO2 with a broad range of propargylic amines to form the corresponding 2‐oxazolidinones. The products are formed in high yields under mild, metal‐free conditions. The cheaper and greener PILs can be easily recycled and reused at least five times without a decrease in the catalytic activity and selectivity. A reaction mechanism was proposed on the basis of a detailed DFT study which indicates that both the cation and anion of the PIL play key synergistic roles in accelerating the reaction.
CO2 capture: Under mild, metal‐free conditions, protic ionic liquids, such as 1,8‐diazabicyclo[5.4.0]‐7‐undecenium 2‐methylimidazolide [DBUH][MIm], can catalyze the reaction between CO2 and propargylic amines to form 2‐oxazolidinones. Both the cation and anion of the ionic liquids play key roles in accelerating the reaction.</description><subject>carbon dioxide fixation</subject><subject>density functional calculations</subject><subject>heterocycles</subject><subject>ionic liquids</subject><subject>Ions</subject><subject>Liquids</subject><subject>reaction mechanisms</subject><subject>Solvents</subject><issn>1433-7851</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><recordid>eNpdkU1v1DAQhi0EoqVw5YgiceGS4s_Y5rZalrJo1UVqgaPlxBPqkthbOxFNfz1ZtuyBi8cz87yj0bwIvSb4nGBM39vg4ZxiwgnRlX6CTomgpGRSsqfznzNWSiXICXqR8-3MK4Wr5-iECsmEUvIUddfJhtzG1NvBx1DEtlgMfcy7G0i-KZZbWiztYLvpAVxRT8XXFIe5vo5hfjf-bvQufyhWbesbD2EorqYw3ED2eT-Jltt7-xA773yIAfJL9Ky1XYZXj_EMffu0ul5-Ljfbi_VysSl_coZ1yWkN3FUNsZRjjFsla6g0bikA5lhj58A1ljsCTjluRYOZcqxp60o411DLztC7w9xdincj5MH0PjfQdTZAHLMhleRaKFaxGX37H3obxxTm7f5SRDNN5Ey9eaTGugdndsn3Nk3m3x1nQB-A376D6dgn2OxdMnuXzNEls7hcr47ZrC0PWp8HuD9qbfplKsmkMD8uL8x3Ir5cUS3MR_YH7NqVeQ</recordid><startdate>20150427</startdate><enddate>20150427</enddate><creator>Hu, Jiayin</creator><creator>Ma, Jun</creator><creator>Zhu, Qinggong</creator><creator>Zhang, Zhaofu</creator><creator>Wu, Congyi</creator><creator>Han, Buxing</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>NPM</scope><scope>7TM</scope><scope>K9.</scope><scope>7X8</scope></search><sort><creationdate>20150427</creationdate><title>Transformation of Atmospheric CO2 Catalyzed by Protic Ionic Liquids: Efficient Synthesis of 2-Oxazolidinones</title><author>Hu, Jiayin ; Ma, Jun ; Zhu, Qinggong ; Zhang, Zhaofu ; Wu, Congyi ; Han, Buxing</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-g4309-42be4d6c1a24000f87be690f2ee04090ddedca4d1ed8d4a5c038d3cfb65ddc2a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>carbon dioxide fixation</topic><topic>density functional calculations</topic><topic>heterocycles</topic><topic>ionic liquids</topic><topic>Ions</topic><topic>Liquids</topic><topic>reaction mechanisms</topic><topic>Solvents</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Hu, Jiayin</creatorcontrib><creatorcontrib>Ma, Jun</creatorcontrib><creatorcontrib>Zhu, Qinggong</creatorcontrib><creatorcontrib>Zhang, Zhaofu</creatorcontrib><creatorcontrib>Wu, Congyi</creatorcontrib><creatorcontrib>Han, Buxing</creatorcontrib><collection>Istex</collection><collection>PubMed</collection><collection>Nucleic Acids Abstracts</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><jtitle>Angewandte Chemie International Edition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Hu, Jiayin</au><au>Ma, Jun</au><au>Zhu, Qinggong</au><au>Zhang, Zhaofu</au><au>Wu, Congyi</au><au>Han, Buxing</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Transformation of Atmospheric CO2 Catalyzed by Protic Ionic Liquids: Efficient Synthesis of 2-Oxazolidinones</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angew. Chem. Int. Ed</addtitle><date>2015-04-27</date><risdate>2015</risdate><volume>54</volume><issue>18</issue><spage>5399</spage><epage>5403</epage><pages>5399-5403</pages><issn>1433-7851</issn><eissn>1521-3773</eissn><coden>ACIEAY</coden><abstract>Protic ionic liquids (PILs), such as 1,8‐diazabicyclo[5.4.0]‐7‐undecenium 2‐methylimidazolide [DBUH][MIm], can catalyze the reaction of atmospheric CO2 with a broad range of propargylic amines to form the corresponding 2‐oxazolidinones. The products are formed in high yields under mild, metal‐free conditions. The cheaper and greener PILs can be easily recycled and reused at least five times without a decrease in the catalytic activity and selectivity. A reaction mechanism was proposed on the basis of a detailed DFT study which indicates that both the cation and anion of the PIL play key synergistic roles in accelerating the reaction.
CO2 capture: Under mild, metal‐free conditions, protic ionic liquids, such as 1,8‐diazabicyclo[5.4.0]‐7‐undecenium 2‐methylimidazolide [DBUH][MIm], can catalyze the reaction between CO2 and propargylic amines to form 2‐oxazolidinones. Both the cation and anion of the ionic liquids play key roles in accelerating the reaction.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><pmid>25735887</pmid><doi>10.1002/anie.201411969</doi><tpages>5</tpages><edition>International ed. in English</edition></addata></record> |
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| subjects | carbon dioxide fixation density functional calculations heterocycles ionic liquids Ions Liquids reaction mechanisms Solvents |
| title | Transformation of Atmospheric CO2 Catalyzed by Protic Ionic Liquids: Efficient Synthesis of 2-Oxazolidinones |
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