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1,3-dioxenium cations: Synthesis, structure and topomerization

✍ Scribed by Evgenii P. Olekhnovich; Viacheslav G. Arseniev; Olga E. Kompan; Gennadii S. Borodkin; Yurii T. Struchkov; Lev P. Olekhnovich; Vladimir I. Minkin

Publisher: John Wiley and Sons
Year: 1996
Tongue: English
Weight: 432 KB
Volume: 9
Category: Article
ISSN: 0894-3230
DOI: 10.1002/(sici)1099-1395(199603)9:3<129::aid-poc762>3.0.co;2-7

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✦ Synopsis

Previously unknown 1,3-dioxenium perchlorates were obtained by coupling 1,3-diketones with aliphatic ketones in an acetic acid solution of perchloric acid. The dioxenium ring of 4,6-bis(p-methoxystyryl)-2,2pentamethylenespiro-1,3-dioxenium perchlorate in the crystal possesses the envelope conformation, the geometry of the carbon triad being close to that of the ally1 cations. Variable-temperature 'H NMR spectra of unsymmetrical 1,3-dioxenium cations revealed the Occurrence of a sufficiently fast enantiotopomerization process governed by the C-0 bond dissociation-recombination mechanism.

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