Barriers to internal rotation around the C–N bond in 3-(o-aryl)-5-methyl-rhodanines using NMR spectroscopy and computational studies. Electron density topological …

…, A Yaman, AS Konuklar, I Doğan, V Aviyente…

Index: Aydeniz, Yeliz; Oguz, Funda; Yaman, Arzu; Konuklar, Aylin Sungur; Dogan, Ilknur; Aviyente, Viktorya; Klein, Roger A. Organic and Biomolecular Chemistry, 2004 , vol. 2, # 17 p. 2426 - 2436

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Citation Number: 9

Abstract

We have investigated the pairs of rotational isomers for six 3-(o-aryl)-5-methyl-rhodanines (Z= H, F, Cl, Br, OH, and CH3) using NMR spectroscopy and density functional theory (DFT) calculations. Electron density topological and NBO analysis has demonstrated the importance of non-covalent interactions, characterised by (3,− 1) bond critical points (BCPs), between the oxygen and sulfur atoms on the thiazolidine ring with the aryl substitutents in ...