Russian Journal of General Chemistry

, Volume 87, Issue 1, pp 44–49 | Cite as

Structure and conformational analysis of 2-hydroxy-5-isobutyl-1,3,2-dioxaborinane

  • O. Yu. Valiakhmetova
  • T. V. Tyumkina
  • E. S. Meshcheryakova
  • L. M. Khalilov
  • V. V. Kuznetsov
Article
  • 36 Downloads

Abstract

The structure of 2-hydroxy-5-isobutyl-1,3,2-dioxaborinane, one of the major autooxidation products of 5-isobutyl-2-isopropyl-1,3,2-dioxaborinane, has been studied by 1H, 13C, and 11B NMR spectroscopy together with X-ray analysis. Molecules of the title compounds adopt a sofa conformation with equatorial isobutyl substituent. The ring interconversion path, free conformational energy, and optimal conformation of the isobutyl group (corresponding to the X-ray diffraction data) were determined by DFT quantum chemical calculations at the PBE/3ξ level of theory.

Keywords

1,3,2-dioxaborinane autooxidation NMR X-ray analysis conformer computer simulation 

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Copyright information

© Pleiades Publishing, Ltd. 2017

Authors and Affiliations

  • O. Yu. Valiakhmetova
    • 1
  • T. V. Tyumkina
    • 2
  • E. S. Meshcheryakova
    • 2
  • L. M. Khalilov
    • 2
  • V. V. Kuznetsov
    • 1
    • 3
  1. 1.Ufa State Petroleum Technological UniversityUfa, BashkortostanRussia
  2. 2.Institute of Petrochemistry and CatalysisRussian Academy of SciencesUfa, BashkortostanRussia
  3. 3.Ufa State Aviation Technical UniversityUfa, BashkortostanRussia

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