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The Triply Deprotonated Acetonitrile Anion CCN3− Stabilized in a Solid
The unprecedented, fully deprotonated form of acetonitrile, the acetonitriletriide anion CCN3−, is experimentally realized for the first time in the stabilizing bulk host framework of the Ba5[TaN4][C2N] nitridometalate via a one‐pot synthesis from the elements under moderate conditions (920 K). The...
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| Published in: | Angewandte Chemie 2017-03, Vol.129 (11), p.2965-2968 |
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| Main Authors: | , , , , , , , , |
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| Language: | eng ; ger |
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| container_end_page | 2968 |
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| container_title | Angewandte Chemie |
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| creator | Jach, Franziska Brückner, Stephan Ingmar Ovchinnikov, Alexander Isaeva, Anna Bobnar, Matej Groh, Matthias Friedrich Brunner, Eike Höhn, Peter Ruck, Michael |
| description | The unprecedented, fully deprotonated form of acetonitrile, the acetonitriletriide anion CCN3−, is experimentally realized for the first time in the stabilizing bulk host framework of the Ba5[TaN4][C2N] nitridometalate via a one‐pot synthesis from the elements under moderate conditions (920 K). The molecular structure of this long‐sought acetonitrile derivative is confirmed by X‐ray diffraction, as well as NMR, IR, and Raman spectroscopy. The anion is isoelectronic to the CO2 molecule, and, in contrast to acetonitrile (H3C−C≡N), the electron pairs are shifted towards two double bonds, that is, [C=C=N]3−.
Nur C, C und N: Eine Eintopfsynthese aus den Elementen lieferte das vollständig deprotonierte Acetonitril‐Anion CCN3−, stabilisiert im Wirtgerüst des Ba5[TaN4][C2N]‐Nitridometallats. Das Anion ist isoelektronisch zu CO2, und anders als in Acetonitril (H3C−C≡N) lassen sich die Elektronenpaare eher als zwei Doppelbindungen beschreiben: [C=C=N]3−. |
| doi_str_mv | 10.1002/ange.201611177 |
| format | article |
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Nur C, C und N: Eine Eintopfsynthese aus den Elementen lieferte das vollständig deprotonierte Acetonitril‐Anion CCN3−, stabilisiert im Wirtgerüst des Ba5[TaN4][C2N]‐Nitridometallats. Das Anion ist isoelektronisch zu CO2, und anders als in Acetonitril (H3C−C≡N) lassen sich die Elektronenpaare eher als zwei Doppelbindungen beschreiben: [C=C=N]3−.</description><identifier>ISSN: 0044-8249</identifier><identifier>EISSN: 1521-3757</identifier><identifier>DOI: 10.1002/ange.201611177</identifier><language>eng ; ger</language><publisher>Weinheim: Wiley Subscription Services, Inc</publisher><subject>Acetonitrile ; Acetonitriltriid ; Anions ; Carbon dioxide ; Chemical bonds ; Chemical synthesis ; Chemistry ; Festkörpersynthesen ; Infrared spectroscopy ; Molecular structure ; Nitridometallate ; NMR ; NMR-Spektroskopie ; Nuclear magnetic resonance ; Raman spectroscopy ; Strukturaufklärung ; X-ray diffraction</subject><ispartof>Angewandte Chemie, 2017-03, Vol.129 (11), p.2965-2968</ispartof><rights>2017 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2017 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><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Jach, Franziska</creatorcontrib><creatorcontrib>Brückner, Stephan Ingmar</creatorcontrib><creatorcontrib>Ovchinnikov, Alexander</creatorcontrib><creatorcontrib>Isaeva, Anna</creatorcontrib><creatorcontrib>Bobnar, Matej</creatorcontrib><creatorcontrib>Groh, Matthias Friedrich</creatorcontrib><creatorcontrib>Brunner, Eike</creatorcontrib><creatorcontrib>Höhn, Peter</creatorcontrib><creatorcontrib>Ruck, Michael</creatorcontrib><title>The Triply Deprotonated Acetonitrile Anion CCN3− Stabilized in a Solid</title><title>Angewandte Chemie</title><description>The unprecedented, fully deprotonated form of acetonitrile, the acetonitriletriide anion CCN3−, is experimentally realized for the first time in the stabilizing bulk host framework of the Ba5[TaN4][C2N] nitridometalate via a one‐pot synthesis from the elements under moderate conditions (920 K). The molecular structure of this long‐sought acetonitrile derivative is confirmed by X‐ray diffraction, as well as NMR, IR, and Raman spectroscopy. The anion is isoelectronic to the CO2 molecule, and, in contrast to acetonitrile (H3C−C≡N), the electron pairs are shifted towards two double bonds, that is, [C=C=N]3−.
Nur C, C und N: Eine Eintopfsynthese aus den Elementen lieferte das vollständig deprotonierte Acetonitril‐Anion CCN3−, stabilisiert im Wirtgerüst des Ba5[TaN4][C2N]‐Nitridometallats. Das Anion ist isoelektronisch zu CO2, und anders als in Acetonitril (H3C−C≡N) lassen sich die Elektronenpaare eher als zwei Doppelbindungen beschreiben: [C=C=N]3−.</description><subject>Acetonitrile</subject><subject>Acetonitriltriid</subject><subject>Anions</subject><subject>Carbon dioxide</subject><subject>Chemical bonds</subject><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>Festkörpersynthesen</subject><subject>Infrared spectroscopy</subject><subject>Molecular structure</subject><subject>Nitridometallate</subject><subject>NMR</subject><subject>NMR-Spektroskopie</subject><subject>Nuclear magnetic resonance</subject><subject>Raman spectroscopy</subject><subject>Strukturaufklärung</subject><subject>X-ray diffraction</subject><issn>0044-8249</issn><issn>1521-3757</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNp9kLFOwzAQhi0EEqWwMltiTvHFdi4eo1BapKoMLbPlxA64CklIUqHyBJ15RJ6EVEUdme5O-nR3_0fILbAJMBbem-rVTUIGEQAgnpERyBACjhLPyYgxIYI4FOqSXHXdhjEWhahGZL5-c3Td-qbc0QfXtHVfV6Z3lia5G1rft750NKl8XdE0XfKf_Tdd9Sbzpf8aKF9RQ1d16e01uShM2bmbvzomL4_TdToPFs-zpzRZBA2wCANXZMoaIa1lzvEIpZGW80LksnAF5spxyDKJPBNcKJOhy0yYmxiB2RgLE_MxuTvuHX792Lqu15t621bDSQ0qwjgKQeG_VIyCD8LgQKkj9TmE3Omm9e-m3Wlg-iBUH4Tqk1CdLGfT08R_AU4La9o</recordid><startdate>20170306</startdate><enddate>20170306</enddate><creator>Jach, Franziska</creator><creator>Brückner, Stephan Ingmar</creator><creator>Ovchinnikov, Alexander</creator><creator>Isaeva, Anna</creator><creator>Bobnar, Matej</creator><creator>Groh, Matthias Friedrich</creator><creator>Brunner, Eike</creator><creator>Höhn, Peter</creator><creator>Ruck, Michael</creator><general>Wiley Subscription Services, Inc</general><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20170306</creationdate><title>The Triply Deprotonated Acetonitrile Anion CCN3− Stabilized in a Solid</title><author>Jach, Franziska ; Brückner, Stephan Ingmar ; Ovchinnikov, Alexander ; Isaeva, Anna ; Bobnar, Matej ; Groh, Matthias Friedrich ; Brunner, Eike ; Höhn, Peter ; Ruck, Michael</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-p1067-efb9da45dd0ee3675a5d33f4c5fef7c9e31bb573b4349ab7eba2ca8710d87fa83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng ; ger</language><creationdate>2017</creationdate><topic>Acetonitrile</topic><topic>Acetonitriltriid</topic><topic>Anions</topic><topic>Carbon dioxide</topic><topic>Chemical bonds</topic><topic>Chemical synthesis</topic><topic>Chemistry</topic><topic>Festkörpersynthesen</topic><topic>Infrared spectroscopy</topic><topic>Molecular structure</topic><topic>Nitridometallate</topic><topic>NMR</topic><topic>NMR-Spektroskopie</topic><topic>Nuclear magnetic resonance</topic><topic>Raman spectroscopy</topic><topic>Strukturaufklärung</topic><topic>X-ray diffraction</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Jach, Franziska</creatorcontrib><creatorcontrib>Brückner, Stephan Ingmar</creatorcontrib><creatorcontrib>Ovchinnikov, Alexander</creatorcontrib><creatorcontrib>Isaeva, Anna</creatorcontrib><creatorcontrib>Bobnar, Matej</creatorcontrib><creatorcontrib>Groh, Matthias Friedrich</creatorcontrib><creatorcontrib>Brunner, Eike</creatorcontrib><creatorcontrib>Höhn, Peter</creatorcontrib><creatorcontrib>Ruck, Michael</creatorcontrib><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Angewandte Chemie</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Jach, Franziska</au><au>Brückner, Stephan Ingmar</au><au>Ovchinnikov, Alexander</au><au>Isaeva, Anna</au><au>Bobnar, Matej</au><au>Groh, Matthias Friedrich</au><au>Brunner, Eike</au><au>Höhn, Peter</au><au>Ruck, Michael</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>The Triply Deprotonated Acetonitrile Anion CCN3− Stabilized in a Solid</atitle><jtitle>Angewandte Chemie</jtitle><date>2017-03-06</date><risdate>2017</risdate><volume>129</volume><issue>11</issue><spage>2965</spage><epage>2968</epage><pages>2965-2968</pages><issn>0044-8249</issn><eissn>1521-3757</eissn><abstract>The unprecedented, fully deprotonated form of acetonitrile, the acetonitriletriide anion CCN3−, is experimentally realized for the first time in the stabilizing bulk host framework of the Ba5[TaN4][C2N] nitridometalate via a one‐pot synthesis from the elements under moderate conditions (920 K). The molecular structure of this long‐sought acetonitrile derivative is confirmed by X‐ray diffraction, as well as NMR, IR, and Raman spectroscopy. The anion is isoelectronic to the CO2 molecule, and, in contrast to acetonitrile (H3C−C≡N), the electron pairs are shifted towards two double bonds, that is, [C=C=N]3−.
Nur C, C und N: Eine Eintopfsynthese aus den Elementen lieferte das vollständig deprotonierte Acetonitril‐Anion CCN3−, stabilisiert im Wirtgerüst des Ba5[TaN4][C2N]‐Nitridometallats. Das Anion ist isoelektronisch zu CO2, und anders als in Acetonitril (H3C−C≡N) lassen sich die Elektronenpaare eher als zwei Doppelbindungen beschreiben: [C=C=N]3−.</abstract><cop>Weinheim</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/ange.201611177</doi><tpages>4</tpages></addata></record> |
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| language | eng ; ger |
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| source | Wiley-Blackwell Read & Publish Collection |
| subjects | Acetonitrile Acetonitriltriid Anions Carbon dioxide Chemical bonds Chemical synthesis Chemistry Festkörpersynthesen Infrared spectroscopy Molecular structure Nitridometallate NMR NMR-Spektroskopie Nuclear magnetic resonance Raman spectroscopy Strukturaufklärung X-ray diffraction |
| title | The Triply Deprotonated Acetonitrile Anion CCN3− Stabilized in a Solid |
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