Structure and proton donating ability of 2- and 2,5-bis(1-trifluoromethanesulfonylamido-2,2,2-trichloroethyl)pyrroles View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2009-02

AUTHORS

L. P. Oznobikhina, N. N. Chipanina, B. A. Shainyan, L. V. Sherstyannikova, V. A. Kukhareva, T. N. Aksamentova, E. V. Kondrashov, G. G. Levkovskaya

ABSTRACT

2-(1-Trifluoromethanesulfonylamido-2,2,2-trichloroethyl)pyrrole and 2,5-bis(1-trifluoromethanesulfonylamido-2,2,2-trichloroethyl)pyrrole according to quantum chemical calculations (B3LYP/6-311G**) exist in the isomeric forms whose structure determines the formation of intramolecular hydrogen bonds NH⋯Cl, NH⋯O=S and CH⋯O=S of different strength. Potentiometric and spectroscopic acidity of these compounds is determined. From the data of IR spectroscopy their proton donating ability upon interaction with Lewis bases is shown depending on the presence of intramolecular hydrogen bonds, mutual effects of intermolecular hydrogen bonds formed by the sulfonamide and pyrrole NH groups with the base, and electronic effects of the substituents. More... »

PAGES

315-322

Identifiers

URI

http://scigraph.springernature.com/pub.10.1134/s107036320902025x

DOI

http://dx.doi.org/10.1134/s107036320902025x

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1019442651


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