Structure and conformational analysis of 2-hydroxy-5-isobutyl-1,3,2-dioxaborinane
- Authors: Valiakhmetova O.Y.1, Tyumkina T.V.2, Meshcheryakova E.S.2, Khalilov L.M.2, Kuznetsov V.V.1,3
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Affiliations:
- Ufa State Petroleum Technological University
- Institute of Petrochemistry and Catalysis
- Ufa State Aviation Technical University
- Issue: Vol 87, No 1 (2017)
- Pages: 44-49
- Section: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/217838
- DOI: https://doi.org/10.1134/S1070363217010091
- ID: 217838
Cite item
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.
About the authors
O. Yu. Valiakhmetova
Ufa State Petroleum Technological University
Email: kuzmaggy@mail.ru
Russian Federation, ul. Kosmonavtov 1, Ufa, Bashkortostan, 450062
T. V. Tyumkina
Institute of Petrochemistry and Catalysis
Email: kuzmaggy@mail.ru
Russian Federation, pr. Oktyabrya 141, Ufa, Bashkortostan, 450075
E. S. Meshcheryakova
Institute of Petrochemistry and Catalysis
Email: kuzmaggy@mail.ru
Russian Federation, pr. Oktyabrya 141, Ufa, Bashkortostan, 450075
L. M. Khalilov
Institute of Petrochemistry and Catalysis
Email: kuzmaggy@mail.ru
Russian Federation, pr. Oktyabrya 141, Ufa, Bashkortostan, 450075
V. V. Kuznetsov
Ufa State Petroleum Technological University; Ufa State Aviation Technical University
Author for correspondence.
Email: kuzmaggy@mail.ru
Russian Federation, ul. Kosmonavtov 1, Ufa, Bashkortostan, 450062; ul. K. Marksa 12, Ufa, Bashkortostan, 450008