(1-Pyridinio)perfluorophenacylide: a new stable pyridinium ylide in the enol form.
The title compound, C(13)H(6)F(5)NO, exists in the enol form and adopts the E configuration about the enol double bond. It is the first example of an enol-type pyridinium ylide. The enol structure was unambiguously determined on the basis of the significantly longer C-O bond and shorter C-C bond. Intramolecular C-H...O and C-H...F hydrogen bonds are responsible for promotion of the enol form and for the stability of this compound.
Yamada
Shinji
S
Department of Chemistry, Faculty of Science, Ochanomizu University, Bunkyo-ku, Tokyo 112-8610, Japan. yamada.shinji@ocha.ac.jp
Ohta
Emiko
E