Please use this identifier to cite or link to this item: https://scidar.kg.ac.rs/handle/123456789/12249
Title: New ferrocene containing 3-(arylthio)propan-1-ones: Synthesis, spectral characterization and crystal structure of 3-[(4-chlorophenyl)thio]-1- ferrocenylpropan-1-one, 3-[(4-chlorophenyl)thio]-1-ferrocenyl-3-phenylpropan-1- one and 3-[(4-chlorophenyl)thio]-3-ferrocenyl-1-phenylpropan-1-one
Authors: Stevanović, Dragana
Bogdanovic, Goran A.
Vukicevic R.
Issue Date: 2014
Abstract: Three series of ferrocene containing 3-(arylthio)propan-1-ones (each of eight examples) have been synthesized by thia-Michael addition of the corresponding thiophenols to acryloylferrocene, 1-ferrocenyl-3-phenylprop-2-en- 1-one and 3-ferrocenyl-1-phenylprop-2-en-1-one promoted by the catalyst generated from a sacrificial zirconium anode. All the newly synthesized compounds (16 in total) were characterized by spectral data, whereas single crystal X-ray structure analysis was performed for 3-[(4-chlorophenyl)thio]-1- ferrocenylpropan-1-one (1h), 3-[(4-chlorophenyl)thio]-1-ferrocenyl-3- phenylpropan-1-one (2h) and 3-[(4-chlorophenyl)thio]-3-ferrocenyl-1- phenylpropan-1-one (3h). Molecular geometry and structural characteristics of three thiaketones (1h, 2h and 3h) were analysed and compared in detail. It was found that all three molecules do not form classical H-bonds and π⋯π interactions (regardless of the presence of 3 or 4 aromatic rings per a molecule). However, all three crystal structures abound in intermolecular C-H⋯π interactions while 2h and 3h in addition form intramolecular C-H⋯π as only evident interaction within the molecules. © 2013 Elsevier Ltd. All rights reserved.
URI: https://scidar.kg.ac.rs/handle/123456789/12249
Type: article
DOI: 10.1016/j.poly.2013.12.012
ISSN: 0277-5387
SCOPUS: 2-s2.0-84905577753
Appears in Collections:Faculty of Science, Kragujevac

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