Sustainable and cost-effective development of chiral metal-catalysts for C-H and C-X bond forming reactions

Identifier:  TDX:2872

Handle: https://hdl.handle.net/20.500.11797/TDX2872

Authors:  Borràs Noguera, Carlota

Abstract:
The obtaining of enantiomerically pure compounds has become a need that led to an important progress in asymmetric catalysis, mainly using organometallic chiral compounds. Among different strategies to optimize catalysts in order to obtain high selectivities and activities, the design and the correct selection of chiral ligands, modifying their properties, is fundamental and the most used strategy. Ligands easy to synthesize from readily accessible starting material and stable and easy to manipulate ligands, have a high interest in the industry. In this context, the main objective of this thesis is the synthesis of different chiral ligand families, according to the previously mentioned requirements, and their application in different asymmetric reactions with high industrial interest: Rh- and Ir-catalyzed hydrogenation of functionalized and minimally functionalized olefins; Ir-catalyzed hydrogenation of simple ketones; Pd-catalyzed asymmetric substitution of allylic acetates and Cu-catalyzed propargylic substitution. There have been synthesized different phosphite/phosphinite-thioether/selenoether, carbene-thioether, amino-phosphite/phosphinite/phosphine and various tridentated ligand families.