Título: DYKAT and Desymmetrization Strategies for the Synthesis of Axially Chiral Heterobiaryls
Doctorando: Antonio Romero Arenas (IIQ)
Fecha: Viernes, 31 de enero de 2020. 11:30 h
Lugar: Salón de Actos
Directores de tesis: Dr. D. José María Lassaletta Simon, Dra. D.ª Rosario Fernández Fernández y Dr. D. Abel Ros Laó
The main objective of this PhD thesis is the development of methodologies for the synthesis of axially chiral heterobiaryls through asymmetric functionalization of readily available precursors. Specifically, the approaches to achieve this goal are based on DYKAT (Dynamic Kinetic Asymmetric Transformation) and desymmetrization processes. Additionally, the synthesized products present a great potential in catalytic applications.
In chapter 1, which serves as an introduction, different strategies for the synthesis of axially chiral heterobiaryls are depicted, focusing on those based on Asymmetric Catalysis as the key tool for the introduction of the desired functional groups.
Chapter 2 describes the development of a DYKAT process combined with a Buchwald-Hartwig reaction using racemic and configurationally stable heterobiaryl electrophiles. This protocol has been successfully applied to the synthesis of Isoquinoline-Amino Naphthalene (IAN) and related derivatives in high yields and excellent enantioselectivities. In addition, some of these IAN-type amines were transformed into the corresponding N-oxides, and these derivatives proved to be catalytically active for the asymmetric allylation and crotylation of aromatic aldehydes.
In chapter 3, configurationally labile substrates were desymmetrized through an Ir(I)-catalyzed C–H hydroarylation. Thus, this strategy enables the synthesis of heterobiaryls with both axial and central chirality with highly regio-, diastereo- and enantioselectivities.
El investigador participó en esta actividad con una charla sobre nanomateriales ópticos y su integración en dispositivos lumínicos
La singularidad de sus equipos, en concreto del espectrómetro de RMN de alto campo, ha permitido su inclusión en la Red
Varias de sus patentes mejoran la eficiencia de luminarias y están siendo explotadas por una gran multinacional
Por su capacidad para aunar la ciencia básica de gran calidad e impacto con la transferencia tecnológica de alto nivel.
Será responsable de un nuevo grupo que desarrollará catalizadores diferentes a los empleados actualmente en la industria
Participarán investigadores de Cabimer o la Estación Biológica de Doñana, entre otros centros del CSIC.
Calvo revisa el campo de las perovskitas ABX3 en el especial del Journal of Materials Chemistry A de la Royal Society of Chemistry