Details

Autor(en) / Beteiligte

• Cortes-Hernandez, Mayra
• Rojas-Lima, Susana
• Hernandez-Rodriguez, Marcos
• Cruz-Borbolla, Julián
• Lopez-Ruiz, Heraclio

Titel

Preferred Binding of Carboxylates by Chiral Urea Derivatives Containing [alpha]-Phenylethyl Group

Ist Teil von

• Helvetica chimica acta, 2016-06, Vol.99 (6), p.416

Ort / Verlag

Zürich: Wiley Subscription Services, Inc

Erscheinungsjahr

2016

Link zum Volltext

Quelle

Wiley Blackwell Single Titles

Beschreibungen/Notizen

•   An efficient, simple protocol for the synthesis of a new family of chiral ureas 1 - 4 is described. The binding properties of 1 - 4 toward different anion (acetate, benzoate, fluoride, and chloride) have been studied by 1H-NMR titration and have been observed in the case of 4 is a selective receptor for acetate. The theoretical calculation M06/6-311+G(d,p) helped us explain the binding properties observed. The most interesting observation is that this calculated structure is consistent with expected, based on the concept of allylic 1,3-strain (A1,3 strain). When chiral caboxylates were studied, urea 1 was the best in discriminating between enantiomers.