Insights in Homochiral Metal-Organic Frameworks: From Their Synthesis to Enantioselective Applications

Identifier:  TDX:3851

Handle: https://hdl.handle.net/20.500.11797/TDX3851

Authors:  Cabezas Giménez, Juanjo

Abstract:
Through the reaction of an amino acid derivative and Cu(II), the chiral metal-organic framework (MOF) called TAMOF-1 was obtained. In order to be used in the investigation of enantioselective processes, the synthesis of TAMOF-1 was optimised in terms of particle size and the porous surface, as these parameters are crucial to controlling its applicability. The porosity of this material has allowed us to use it as a heterogeneous catalyst for kinetic resolution processes, and as a stationary phase for chromatographic columns for chiral separation in liquid phase, both in preparative chromatographic columns and in analytical and semi-preparative HPLC columns. In fact, it has been possible to separate mixtures of achiral regioisomers that are difficult to separate industrially with these same columns, which have a lifespan of more than two years. To obtain analogues of TAMOF-1, new ligands derived from amino acids analogous to the original ligand but with greater distances between the coordinating groups have been designed and synthesised. Subsequently, these ligands have been used to study the formation of new chiral MOFs, and the structures obtained have been characterised by single crystal and powder X-ray diffraction and nitrogen adsorption/desorption, among other techniques.