B. Kraiz
Apr 1, 1985
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Journal
Chemistry of Heterocyclic Compounds
Abstract
It was established by PMR spectral data that in solutions of derivatives of 5-acetoxymethyl-, 5-methyl-, and 5-hydroxymethyl-2,2-dimethyl-1,3-dioxanes with nitrogen-containing substituents (2,4-disubstituted 1,3,5-triazin-6-ylamino, benzamido, and nitro groups) with an N-C(5) bond the 1,3-dioxane ring exists in the chair conformation with primarily an axial orientation of the nitrogen-containing substituent. Depending on the nature of the substituents attached to the C(5) atom, the 1,3-dioxane ring may exist either in the stable chair conformation or may undergo rapid inversion of the chair-chair type at 20 °C.