Receptores moleculares que simulan agujeros oxianiónicos: reconocimiento molecular y catálisis

Abstract

[EN]The general objective of this Thesis is the design and synthesis of small organic molecules which mimic the oxyanion-hole scaffold found in hydrolytic enzymes. They employ this structural motif to associate anions and electronegative groups such as carbonyls from esters and amides and reduce the activation energy of many reactions in which a negatively-charged transition state is generated. These artificial oxyanion-hole mimic will be used to associate the carboxylic acid group of amino acids in order to carry out the chiral resolution of racemic mixtures of amino acids. In addition, they will be employed to catalyse the transesterification of non-activated esters by mimicking the mechanism of natural hydrolases