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The Triply Deprotonated Acetonitrile Anion CCN3− Stabilized in a Solid

MPS-Authors
http://pubman.mpdl.mpg.de/cone/persons/resource/persons126668

Jach,  Franziska
Chemical Metal Science, Max Planck Institute for Chemical Physics of Solids, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons146746

Ovchinnikov,  Alexander
Max Planck Institute for Chemical Physics of Solids, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons146769

Bobnar,  Matej
Chemical Metal Science, Max Planck Institute for Chemical Physics of Solids, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons126657

Höhn,  Peter
Peter Höhn, Chemical Metal Science, Max Planck Institute for Chemical Physics of Solids, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons126823

Ruck,  Michael
Michael Ruck, Max Planck Fellow, Max Planck Institute for Chemical Physics of Solids, Max Planck Society;

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Citation

Jach, F., Brückner, S. I., Ovchinnikov, A., Isaeva, A., Bobnar, M., Groh, M. F., et al. (2017). The Triply Deprotonated Acetonitrile Anion CCN3− Stabilized in a Solid. Angewandte Chemie, 129, 2965-2968. doi:10.1002/ange.201611177.


Cite as: http://hdl.handle.net/11858/00-001M-0000-002C-60C6-A
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−.