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Russian Journal of Organic Chemistry

, Volume 49, Issue 2, pp 298–302 | Cite as

Conformational analysis of stereoisomers of 2,4-dimethyl-5-isopropyl-1,3,2-dioxaborinane

Article

Abstract

The investigation of conformation conversions of cis- and trans-isomers of 2,4-dimethyl-5-isopropyl-1,3,2-dioxaborinane using ab initio quantum-chemical approximation HF/6-31G(d) and the hybrid DFT-method PBE/3z showed that the routes of the transformations presuppose an equilibrium between sofa conformers with the different orientation of substituents at the atoms C4 and C5 of the ring that convert into each other through transition states corresponding to the equatorial and axial conformations of the 2,5-twist form. Based on experimental data of 1H NMR spectra and calculated vicinal spin-spin coupling constants the quantitative conformational composition of cis- and trans-isomers was established and also the ΔGo value of the conformation equilibrium was determined.

Keywords

Potential Energy Surface Conformation Equilibrium Dioxaborinane Axial Conformation Alternative Conformer 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Pleiades Publishing, Ltd. 2013

Authors and Affiliations

  1. 1.Ufa State Aviation Technical UniversityUfaRussia
  2. 2.Ufa State Petroleum Technological UniversityUfaRussia

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