Structure and metallotropy of mono- and bistrimethylsilyl derivatives of N-acetylacetamide

I. D. Kalikhman, B. A. Gostevskii, O. B. Bannikova, M. F. Larin, O. A. Vyazankina, N. S. Vyazankin

Research output: Contribution to journalArticlepeer-review

Abstract

1. The1H,29Si NMR and dynamic PMR methods showed that trimethylsilyl derivatives of N-acetyl-acetamide are present in the syn-O-form of Me3SiOC(CH3)=NCOCH3 and this compound is characterized by intramolecular silylotropic 1,5-migration with δG298ne=17.7 ± 0.5 kcal/mole. 2. The bistrimethylsilyl derivative of N-acetylacetamide is a mixture of N,O- and O,O-tautomeric forms that pass into one another as the result of an intramolecular silylotropic N-O-rearrangement with δG298ne=17.7 ± 0.5 kcal/mole. 3. The O,O-form is the characteristic form for dimethylsilyl cyclic derivatives of N-acetylacetamide.

Original languageEnglish
Pages (from-to)1373-1376
Number of pages4
JournalBulletin of the Academy of Sciences of the USSR Division of Chemical Science
Volume32
Issue number7
DOIs
StatePublished - 1 Jul 1983
Externally publishedYes

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