Producción Científica Profesorado

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



Lopez Ruíz, Heraclio

2016

Cortes-Hernandez Mayra, Rojas-Lima Susana, Hernandez-Rodríguez Marcos, Cruz-Borbolla Julian, López-Ruiz Heraclio, Preferred Binding of Carboxylates by Chiral Urea Derivatives Containing -Phenylethyl Group, HELVETICA CHIMICA ACTA, 2016, 99, 416-424DOI: 10.1002/hlca.201500177


Abstract


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 H-1-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 (A(1,3) strain). When chiral caboxylates were studied, urea 1 was the best in discriminating between enantiomers



Producto de Investigación




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