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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Bibliographic Details
Published in:Angewandte Chemie 2017-03, Vol.129 (11), p.2965-2968
Main Authors: Jach, Franziska, Brückner, Stephan Ingmar, Ovchinnikov, Alexander, Isaeva, Anna, Bobnar, Matej, Groh, Matthias Friedrich, Brunner, Eike, Höhn, Peter, Ruck, Michael
Format: Article
Language:eng ; ger
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
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Summary: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−.
ISSN:0044-8249
1521-3757
DOI:10.1002/ange.201611177