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The Triply Deprotonated Acetonitrile Anion CCN 3− Stabilized in a Solid
Author(s) -
Jach Franziska,
Brückner Stephan Ingmar,
Ovchinnikov Alexander,
Isaeva Anna,
Bobnar Matej,
Groh Matthias Friedrich,
Brunner Eike,
Höhn Peter,
Ruck Michael
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201611177
Subject(s) - acetonitrile , deprotonation , chemistry , raman spectroscopy , molecule , ion , crystallography , derivative (finance) , nuclear magnetic resonance spectroscopy , spectroscopy , x ray crystallography , stereochemistry , diffraction , organic chemistry , physics , quantum mechanics , financial economics , optics , economics
The unprecedented, fully deprotonated form of acetonitrile, the acetonitriletriide anion CCN 3− , is experimentally realized for the first time in the stabilizing bulk host framework of the Ba 5 [TaN 4 ][C 2 N] 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 CO 2 molecule, and, in contrast to acetonitrile (H 3 C−C≡N), the electron pairs are shifted towards two double bonds, that is, [C=C=N] 3− .