Oxidation of unactivated C-H bonds catalyzed by manganese complexes: control over site-selectivity and enantioselectivity

The oxidation of aliphatic C-H bonds is a very powerful reaction because it allows the functionalization of inert C-H bonds, converting them into a suitable sites for further chemical elaboration. It also represents one of the most challenging reactions in modern synthetic organic chemistry because...

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Detalles Bibliográficos
Autor: Milan, Michela
Tipo de recurso: tesis doctoral
Estado:Versión publicada
Fecha de publicación:2018
País:España
Institución:CBUC, CESCA
Repositorio:TDR. Tesis Doctorales en Red
OAI Identifier:oai:www.tdx.cat:10803/664865
Acceso en línea:http://hdl.handle.net/10803/664865
Access Level:acceso abierto
Palabra clave:C-H oxidation
Oxidació de CH
Oxidación de CH
Manganeses complexes
Complexos de manganès
Complejos de manganeso
Bioinspired models
Models bioinspirats
Modelos bioinspirados
Metal catalysts
Catalitzadors de metalls
Catalizadores de metales
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Descripción
Sumario:The oxidation of aliphatic C-H bonds is a very powerful reaction because it allows the functionalization of inert C-H bonds, converting them into a suitable sites for further chemical elaboration. It also represents one of the most challenging reactions in modern synthetic organic chemistry because the multitude of aliphatic C-H bonds in a molecule makes site selective oxidation particularly difficult. Moreover, the introduction of chirality represents an unmet but very appealing challenge, because the asymmetric oxidation of hydrocarbons produces chiral compounds of high value in organic synthesis from readily available starting materials. Until now, examples of enantioselective oxidation of nonactivated aliphatic C-H bonds remain exclusive to enzymes. This thesis has been devoted to the development of new catalytic systems capable to oxidize nonactivated aliphatic C-H bonds in a site-selective and enantioselective manner. In particularly, chemo- and enantioselective aliphatic C-H oxidation reactions, especially focused in amide containing substrates have been developed.