Conformational preference of oxybis(methylene-1,3-dioxane-5,5-diil)dimethanol in solvents of various nature

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The conformational preference of oxybis(methylene-1,3-dioxane-5,5-diyl)dimethanol in various solvents was studied by NMR. According to the data of two-dimensional spectroscopy (NOESY), the bis(chair) form with diaxial oxymethyl groups is dominated in С6D6 and CDCl3, while the form with axial and equatorial oxymethyl groups at С5 and С5' atoms of the ring is dominated in DMSO-d6 and CD3CN solvents. The results of computer simulation of the conformational transformation of molecules of the studied diformal within the DFT approximation PBE/def2-SVP in these solvents (cluster model) are in complete agreement with the NMR results. It is shown that the optimal number of solvent molecules in the nearest solvate shell of the studied diformal varies from five to seven depending on the nature of solvent.

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作者简介

Yu. Borisova

Ufa State Petroleum Technological University

Email: kuzmaggy@mail.ru
ORCID iD: 0000-0001-6452-9454
俄罗斯联邦, ul. Kosmonavtov, 1, Ufa, 450064

G. Raskil’dina

Ufa State Petroleum Technological University

Email: kuzmaggy@mail.ru
ORCID iD: 0000-0001-9770-5434
俄罗斯联邦, ul. Kosmonavtov, 1, Ufa, 450064

L. Spirikhin

Russian Academy of Science

Email: kuzmaggy@mail.ru
ORCID iD: 0000-0002-3163-882X

Ufa Institute of Chemistry

俄罗斯联邦, pr. Oktyabrya, 71, Ufa, 450054

S. Zlotskij

Ufa State Petroleum Technological University

Email: kuzmaggy@mail.ru
ORCID iD: 0000-0001-6365-5010
俄罗斯联邦, ul. Kosmonavtov, 1, Ufa, 450064

V. Kuznetsov

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

编辑信件的主要联系方式.
Email: kuzmaggy@mail.ru
俄罗斯联邦, ul. Kosmonavtov, 1, Ufa, 450064; ul. K. Marksa, 12, Ufa, 450008

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2. Scheme 1

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3. Scheme 2

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4. Fig. 1. Conformational equilibrium of diformal 1 molecules.

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5. Fig. 2. Cluster 1@6С6Н6 (Kaa conformer).

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6. Fig. 3. Cluster 1@7СH3CN (Kae conformer).

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7. Content

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