Nucleophilic versus electrophilic boryl moieties: activation and application in catalysis

Boron compounds have been traditionally regarded as “Lewis Acids” preferring to accept electrons rather than donate them in the course of their reactions, but current examples of unusual reactivity between tricoordinatedboranes and electrophilic sites suggest another conceptual context for the boryl...

Descripción completa

Detalles Bibliográficos
Autor: Cid Torta, Jessica
Tipo de recurso: tesis doctoral
Estado:Versión publicada
Fecha de publicación:2013
País:España
Institución:Universitat Rovira i virgili (URV)
Repositorio:Repositori Institucional de la Universitat Rovira i Virgili
OAI Identifier:oai:urv.cat:TDX:1323
Acceso en línea:https://hdl.handle.net/20.500.11797/TDX1323
http://hdl.handle.net/10803/129289
Access Level:acceso abierto
Palabra clave:547 - Química orgànica
546 - Química inorgànica
544 - Química física
54 - Química
Descripción
Sumario:Boron compounds have been traditionally regarded as “Lewis Acids” preferring to accept electrons rather than donate them in the course of their reactions, but current examples of unusual reactivity between tricoordinatedboranes and electrophilic sites suggest another conceptual context for the boryl moieties, based on their nucleophilic character which can be enhanced depending on the substituents on boron. In this thesis, we aim to show an overview of these opposite reactivities through the computational study of different trivalent boron compounds. Moreover, we have also focused our attention in the study of two reactions, the non-conventional trans-hydroboration where the boryl moiety is acting as an electrophile and the organocatalytic-boration with a mixed diboron reagent where the boryl moiety is acting as a nucleophile.