Multiple Noncovalent Binding in the Intermediates and Products of the Reaction of N,N-Dimethylformamide with Bromine
- Authors: Zarechnaya O.M.1, Mikhailov V.A.1
-
Affiliations:
- L. M. Litvinenko Institute of Physical Organic and Coal Chemistry
- Issue: Vol 94, No 1 (2024)
- Pages: 10-28
- Section: Articles
- URL: https://journals.rcsi.science/0044-460X/article/view/258220
- DOI: https://doi.org/10.31857/S0044460X24010022
- EDN: https://elibrary.ru/HLXJSN
- ID: 258220
Cite item
Abstract
Reaction of nonionic N,N-dimethylformamide (DMF) with bromine under controllable conditions leads to a number of ionic compounds, mainly to bis(N,N-dimethylformamide)hydrogen dibromobromate. Computations with DFT (ωB97xV/dgdzvp) were made for geometry, thermochemistry and electron configuration of products and supposed intermediates. Two labile particles [bis(N,N-dimethylformamide)hydrogen cation and dibromobromate-anion] form stable highly conductive ionic liquid that can be distilled in vacuo without losses or decomposition. A number of molecular complexes of DMF with bromine and water presumed to be intermediates of this reaction. It is a set of halogen and hydrogen bonding that provide an intramolecular binding in these complexes.
Full Text
About the authors
O. M. Zarechnaya
L. M. Litvinenko Institute of Physical Organic and Coal Chemistry
Email: v_mikhailov@yahoo.com
Russian Federation, Donetsk
V. A. Mikhailov
L. M. Litvinenko Institute of Physical Organic and Coal Chemistry
Author for correspondence.
Email: v_mikhailov@yahoo.com
ORCID iD: 0000-0002-4184-1805
Russian Federation, Donetsk
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