Autor segons l'article: Maria Biosca; Marc Magre; Per-Ola Norrby; Oscar Pàmies; Montserrat Diéguez
Departament: Química Física i Inorgànica
Autor/s de la URV: BIOSCA BRULL, MARIA; Marc Magre; Per-Ola Norrby; PAMIES OLLÉ, OSCAR; DIÉGUEZ FERNÁNDEZ, MONTSERRAT
Paraules clau: DFT calculations allylic substitution palladium
Resum: A new library of modular amino phosphite ligands obtained in a few synthetic steps from enantiopure amino alcohols has been tested in asymmetric Pd-catalyzed allylic substitution. The modular ligand design is crucial to find highly selective catalysts for each substrate type using a wide range of C-, N-, and O-nucleophiles. A DFT study of the species responsible for the enantiocontrol was used to optimize the ligand structure. By selecting the ligand components, we were able to identify unprecedented catalytic systems that can create new chiral C-C, C-N, and C-O bonds in a variety of substrate types (hindered and unhindered) in high yields and enantioselectivities (ee values up to 99 %). Further studies on the Pd-π-allyl intermediates provided a deep understanding of the effect of ligand structure in the origin of enantioselectivity. Potential applications of the new Pd/amino phosphite catalysts were demonstrated by the practical synthesis of a range of chiral carbocycles by simple tandem reactions, with no loss of enantioselectivity.
Grup de recerca: Organometàl.lics i Catàlisi Homogènia
Àrees temàtiques: Chemistry Química Química
Accès a la llicència d'ús: https://creativecommons.org/licenses/by/3.0/es/
ISSN: 1867-3880
Identificador de l'autor: n/a; n/a; 0000-0002-2419-0705; 0000-0002-2352-8508; 0000-0002-8450-0656
Data d'alta del registre: 2017-02-22
Pàgina final: 4107
Volum de revista: 7
Versió de l'article dipositat: info:eu-repo/semantics/acceptedVersion
Enllaç font original: https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/cctc.201500873
URL Document de llicència: https://repositori.urv.cat/ca/proteccio-de-dades/
DOI de l'article: 10.1002/cctc.201500873
Entitat: Universitat Rovira i Virgili
Any de publicació de la revista: 2015
Pàgina inicial: 4091
Tipus de publicació: Post-print
Repositori URV