Structure and Conformational Analysis of 5,5-Bis(bromomethyl)-2-methyl-2-(4-chlorophenyl)-1,3-dioxane

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Resumo

The structure of 5,5-bis(bromomethyl)-2-methyl-2-(4-chlorophenyl)-1,3-dioxane was investigated using NMR 1Н, 13С and X-ray data. Molecules of this compound in crystalline phase and in solutions have a chair form with axial orientation of aromatic substituent. The rout of conformational transformations and the potential barriers of internal rotation of aromatic group for isolated molecule and solutions in chloroform and benzene (explicit model) were established by the computer simulation using DFT approach PBE (basis sets 3ζ and def2-SVP).

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Sobre autores

Sh. Khazhiev

OAO ANK Bashneft

Autor responsável pela correspondência
Email: kuzmaggy@mail.ru
ORCID ID: 0000-0003-1040-8475
Rússia, Ufa

M. Khusainov

Ufa State Petroleum Technological University

Email: kuzmaggy@mail.ru
ORCID ID: 0000-0003-4498-2598
Rússia, Ufa

R. Khalikov

Bashkirian State Medical University

Email: kuzmaggy@mail.ru
ORCID ID: 0000-0003-2926-3309
Rússia, Ufa

V. Kataev

Bashkirian State Medical University

Email: kuzmaggy@mail.ru
ORCID ID: 0000-0001-8351-0601
Rússia, Ufa

T. Tyumkina

Institute of Petrochemistry and Catalysis of Russian academy of Science

Email: kuzmaggy@mail.ru
ORCID ID: 0000-0001-8127-9135
Rússia, Ufa

E. Mesheryakova

Institute of Petrochemistry and Catalysis of Russian academy of Science

Email: kuzmaggy@mail.ru
ORCID ID: 0000-0001-9401-8153
Rússia, Ufa

L. Khalilov

Institute of Petrochemistry and Catalysis of Russian academy of Science

Email: kuzmaggy@mail.ru
ORCID ID: 0000-0002-2095-9097
Rússia, Ufa

V. Kuznetsov

Ufa State Petroleum Technological University; Ufa University of Science and Technology

Email: kuzmaggy@mail.ru
Rússia, Ufa; Ufa

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2. Fig. 1. Molecule of compound 1 with atoms represented by thermal vibration ellipsoids (p = 50%)

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3. Fig. 2. Interplanar angles in 1,3-dioxanes 1–3

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4. Fig. 3. Cluster Ka@4 CHCl3 (PBE/def2-SVP approximation)

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5. Fig. 4. Cluster Ka@4 C6H6 (PBE/3ζ approximation)

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6. Scheme 1

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7. Scheme 2

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8. Scheme 3

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9. Fig. Table 2

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