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Title: Synthesis and structural characterizations of novel atropoisomeric ferrocene-containing six-membered cyclic ureas
Authors: Minić, Aleksandra
Novakovic, Sladjana B.
Bogdanovic, Goran A.
Bugarinović, Jovana
Pešić, Marko
Todosijević A.
Ilić Komatina D.
Damljanović, Ivan
Stevanović, Dragana
Issue Date: 2020
Abstract: © 2019 Elsevier Ltd The stereochemical phenomenon that arises from hindered rotation around bonds in nonplanar molecules is termed the atropoisomerism. During our previous work we noted the presence of this kind of isomerism in 1-aryl-4-ferrocenyl-3-phenyltetrahydropyrimidin-2(1H)-ones obtained from ortho-substituted 3-(arylamino)-1-ferrocenylpropan-1-ols. Inspired by an interesting biological/medical features of six-membered cyclic ureas and characteristic of “atropoisomers - things that rotate”, herein we present an easy performable synthesis and full characterisation of novel atropoisomeric ferrocene-containing six-membered cyclic ureas. In addition, we successfully determined the crystal structure of two atropoisomers for the same compound. Molecular structural properties and intermolecular interactions of these two structures have been compared and analyzed in detail. Interesting, it has been found that these two isomers although quite similar in conformation and geometrical parameters, form very different crystal packing.
Type: article
DOI: 10.1016/j.poly.2019.114316
ISSN: 0277-5387
SCOPUS: 2-s2.0-85078589201
Appears in Collections:Faculty of Science, Kragujevac

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