Producción Científica Profesorado

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



Rojas Lima, Susana

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




Artículos relacionados

Synthesis and Structures of some Lithium and Sodium (Aminoalcoholato)hydrido Aluminates

Stereoselective addition of allylmagnesium chloride to the CN bond of [4.3.0] boron heterobicycles

The Structural Chemistry of N-Monolithium Borazines

A flexible access to highly functionalised boronates

An efficient potassium cyanide-promoted synthesis of 2-arylbenzoxazoles from [4.3.0]boron heterobicy...

Enantioselective synthesis of ?-amino acids. Part 10: Preparation of novel ?,?- and ?,?-disubstitute...

New boronates prepared from 2,4-pentanedione derived ligands of the NO2 and N2O2 type comparison to...

Preparation of N-aryl-substituted spiro-?-lactams via Staudinger cycloaddition

Synthesis and Study of Monomeric and Dimeric Boronates by Spectroscopic Methods and X-ray Crystallog...

Preparation of Seven- and Eight-Membered Boron Heterocycles from Different Salen Ligands and Arylbor...