Na₂C₃O₂ : The First Crystalline Compound with the Elusive ⁻C≡C−COO⁻ Anion

Title data

Krüger, Markus ; Lamann-Glees, Alexandra ; Sebastian, Sean S. ; Siegel, Renée ; Senker, Jürgen ; Hempelmann, Jan ; Dronskowski, Richard ; Ruschewitz, Uwe:
Na₂C₃O₂ : The First Crystalline Compound with the Elusive ⁻C≡C−COO⁻ Anion.
In: Angewandte Chemie International Edition. Vol. 63 (2024) Issue 22 . - e202402978.
ISSN 1521-3773
DOI: https://doi.org/10.1002/anie.202402978

Official URL:

Abstract in another language

By reaction of sodium electride or NaC2H with the anhydrous sodium salt of propiolic acid, Na(OOC-C equivalent to C-H), in liquid ammonia crystalline powders of Na2C3O2 were obtained. The structure analysis based on synchrotron powder diffraction data revealed that Na2C3O2 crystallizes in a monoclinic unit cell (I2/a, Z=4) exhibiting the elusive Y-shaped -C equivalent to C-COO- anion, which is unprecedented in a crystalline compound up to now. IR/Raman and solid-state NMR spectroscopic investigations with assignments supported by DFT-based ab initio calculations confirm this finding. Reaction with sodium electride led to a higher crystallinity of the product, but additionally a by-product apparently due to decomposition and polymerization of Na2C3O2 was formed. No such by-product was observed in the reaction with NaC2H, which turned out to be a milder metalation route. However, the product of the latter reaction is less crystalline.

Further data

Item Type:	Article in a journal
Refereed:	Yes
Additional notes:	WOS:001202637000001
Keywords:	acetylide; carboxylate; janus-faced; sodium; synchrotron powder diffraction
Institutions of the University:	Faculties > Faculty of Biology, Chemistry and Earth Sciences Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Inorganic Chemistry III Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Inorganic Chemistry III > Chair Inorganic Chemistry III - Univ.-Prof. Dr. Jürgen Senker Research Institutions > Central research institutes > Nordbayerisches Zentrum für NMR-Spektroskopie - NMR-Zentrum
Result of work at the UBT:	Yes
DDC Subjects:	500 Science 500 Science > 540 Chemistry
Date Deposited:	06 Feb 2025 12:20
Last Modified:	06 Feb 2025 12:20
URI:	https://eref.uni-bayreuth.de/id/eprint/92314