Conformational energy of the methy group at the C₍₅₎ atom in 1,3,2-oxazaborinates

Abstract

The method of ¹H and ¹³C NMR spectroscopy was utilized to determine the conformational energy of the methyl group at the C₍₅₎ atom in molecules of 2,3,5-substituted 1,3,2-oxazaborinanes. The resulting value of ΔG⁰ (1 kcal/mole) is half the value of 1,3,2-dioxaborinanes and is close to the analogous value in tetrahydro-1,3-oxazines (1.2 kcal/mole). The differences observed are associated with features of the p-π-electronic interactions in the heteroatomic fragment of the organoboron ring.

How to Cite
Kuznetsov, V. V.; Kalyuskii, A. R.; Gren′, A. I. Chem. Heterocycl. Compd. 1996, 32, 96. [Khim. Geterotsikl. Soedin. 1996, 106.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01169363