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N,N-(2,3-Dimethylbut-2-ene-1,4-dienyl)dibenzenesulfonamide and N,N′-[(2E)-2,3-Dimethylbut-2-ene-1,4-dienyl]bis(trifluoroacetamide): Special Features of Hydrogen Bonding in the Crystal and Solutions

The types of intermolecular self-associates of N , N -(2,3-dimethylbut-2-ene-1,4-diyl)dibenzenesulfonamide and N , N ′-[(2 E )-2,3-dimethylbut-2-ene-1,4-diyl]bis(trifluoroacetamide) formed in CCl 4 solutions via hydrogen bonding have been studied by means of IR spectroscopy and quantum chemistry met...

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Bibliographic Details
Published in:Russian journal of general chemistry 2021-06, Vol.91 (6), p.1009-1015
Main Authors: Sterkhova, I. V., Astakhova, V. V., Lazarev, I. M.
Format: Article
Language:English
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Summary:The types of intermolecular self-associates of N , N -(2,3-dimethylbut-2-ene-1,4-diyl)dibenzenesulfonamide and N , N ′-[(2 E )-2,3-dimethylbut-2-ene-1,4-diyl]bis(trifluoroacetamide) formed in CCl 4 solutions via hydrogen bonding have been studied by means of IR spectroscopy and quantum chemistry methods [B3LYP/6-311G(d,p)]. The obtained data have been compared to the X-ray diffraction analysis data. The benzenesulfonamide derivative forms strong hydrogen-bonded tetramers, which exist in the crystal as well as in solution, while the self-associates of the trifluoroacetamide derivative are linked by weaker H-bonds, which are readily broken in solution upon dilution.
ISSN:1070-3632
1608-3350
DOI:10.1134/S1070363221060062