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@proceedings{1842598, author = {Pindjaková, Dominika and Vráblová, Lucia and Strhársky, Tomáš and Kos, Jiří and Jampílek, Josef}, booktitle = {The 25th International Electronic Conference on Synthetic Organic Chemistry}, doi = {http://dx.doi.org/10.3390/ecsoc-25-11651}, keywords = {N-arylcinnamamides; synthesis; lipophilicity determinations; structure-lipophilicity relationships}, language = {eng}, title = {Investigation of interactions of ortho- and para-N-aryl-substituted 2-trifluoromethylcinnamanilides}, url = {https://sciforum.net/paper/view/11651}, year = {2021} }
TY - CONF ID - 1842598 AU - Pindjaková, Dominika - Vráblová, Lucia - Strhársky, Tomáš - Kos, Jiří - Jampílek, Josef PY - 2021 TI - Investigation of interactions of ortho- and para-N-aryl-substituted 2-trifluoromethylcinnamanilides KW - N-arylcinnamamides KW - synthesis KW - lipophilicity determinations KW - structure-lipophilicity relationships UR - https://sciforum.net/paper/view/11651 N2 - Unsubstituted (2E)-N-phenyl-3-[2-(trifluoromethyl)phenyl]prop-2-enamide and six other ortho- or para-halogen-substituted anilides of 2-(trifluoromethyl)cinnamic acid were prepared. As the benzene nucleus of cinnamic acid itself is substituted in C(2) position with a trifluoromethyl moiety that is spatially close to both the amide bond and the halogen (F, Cl, CF3) ortho-substitution of the anilide ring, interesting intramolecular interactions can be expected. Other derivatives are substituted at the para-position of the anilide ring, so that intermolecular interactions can be expected. Thus, it can be assumed that the predicted properties, especially lipophilicity, will differ significantly from the experimentally determined values. All the discussed compounds were analyzed using the reversed-phase high performance liquid chromatography method. The procedure was performed under isocratic conditions with methanol as an organic modifier in the mobile phase using an end-capped non-polar C18 stationary reversed-phase column. In the present study, the structure-lipophilicity relationships of the studied compounds are discussed. ER -
PINDJAKOVÁ, Dominika, Lucia VRÁBLOVÁ, Tomáš STRHÁRSKY, Jiří KOS and Josef JAMPÍLEK. Investigation of interactions of ortho- and para-N-aryl-substituted 2-trifluoromethylcinnamanilides. In \textit{The 25th International Electronic Conference on Synthetic Organic Chemistry}. 2021. Available from: https://dx.doi.org/10.3390/ecsoc-25-11651.
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