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Synthesis and crystal structure of a bench-stable pyridinium ketene hemiaminal: 1-(1-eth-oxy-ethen-yl)-2-[meth-yl(phen-yl)amino]-pyridin-1-ium tri-fluoro-methane-sulfonate. | LitMetric

AI Article Synopsis

  • A novel compound called bench-stable quaternized ketene-acetal (CHNO·CFOS) was synthesized, and its structure was successfully determined.
  • This compound represents a rare type of pyridinium ketene hemiaminal, contributing to the knowledge of such structures in chemistry.
  • The molecular arrangement features a non-coplanar cation composed of three planar fragments, with specific substituents favorably oriented, leading to significant supramolecular interactions with the tri-fluoro-methane-sulfonate anion.

Article Abstract

The novel bench-stable -quaternized ketene ,-acetal, CHNO·CFOS, was synthesized and its structure determined. The title compound is a rare example of a pyridinium ketene hemiaminal for which a crystal structure has been determined, joining the 2-chloro-1-(1-ethyoxyethen-yl)pyridin-1-ium tri-fluoro-methane-sulfonate salt from which it was synthesized. The cationic species of the title compound can be defined by three individually planar fragments assembling into a non-coplanar cation. The phenyl substituent extending from the amino nitro-gen atom and the ethyoxyvinyl substituent extending from the pyridine N atom are oriented on the same side of the mol-ecule and maintain the closest coplanar relationship of the three fragments. Supra-molecular inter-actions are dominated by C-H⋯O inter-actions from the cation to the SO side of the tri-fluoro-methane-sulfonate anion, forming a two-dimensional substructure.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10439406PMC
http://dx.doi.org/10.1107/S2056989023005741DOI Listing

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