Autor segons l'article: Cuenca, Ana B.; Cid, Jessica; Garcia-Lopez, Diego; Carbo, Jorge J.; Fernandez, Elena;
Departament: Química Física i Inorgànica
Autor/s de la URV: Carbó Martin, Jorge Juan / Fernández Gutiérrez, Maria Elena
Paraules clau: Diboron reagents
Resum: We have experimentally proved the unsymmetrical 1,1-diboration of diazo compounds, formed in situ from aldehydes and cyclic and non-cyclic ketones, in the absence of any transition metal complex. The heterolytic cleavage of the mixed diboron reagent, Bpin-Bdan, and the formation of two geminal C-Bpin and C-Bdan bonds has been rationalised based on DFT calculations to occur via a concerted-asynchronous mechanism. Diastereoselection is attained on substituted cyclohexanones and DFT studies provide understanding on the origin of the selectivity. The alkoxide-assisted selective deborylation of Bpin from the multisubstituted sp3-carbon and generation of a Bdan stabilized carbanion, easily conducts a selective protodeboronation sequence
Àrees temàtiques: Química Physical and theoretical chemistry Organic chemistry Odontología Medicina ii Medicina i Materiais Interdisciplinar General medicine Farmacia Ciências biológicas iii Ciências biológicas ii Ciências biológicas i Ciências agrárias i Chemistry, organic Biotecnología Biodiversidade Biochemistry
Accès a la llicència d'ús: https://creativecommons.org/licenses/by/3.0/es/
Adreça de correu electrònic de l'autor: j.carbo@urv.cat mariaelena.fernandez@urv.cat
Identificador de l'autor: 0000-0002-3945-6721 0000-0001-9025-1791
Data d'alta del registre: 2024-09-07
Versió de l'article dipositat: info:eu-repo/semantics/acceptedVersion
Enllaç font original: https://pubs.rsc.org/en/content/articlelanding/2015/ob/c5ob01523e
URL Document de llicència: https://repositori.urv.cat/ca/proteccio-de-dades/
Referència a l'article segons font original: Organic & Biomolecular Chemistry. 13 (37): 9659-9664
Referència de l'ítem segons les normes APA: Cuenca, Ana B.; Cid, Jessica; Garcia-Lopez, Diego; Carbo, Jorge J.; Fernandez, Elena; (2015). Unsymmetrical 1,1-diborated multisubstituted sp3-carbons formed via a metal-free concerted-asynchronous mechanism. Organic & Biomolecular Chemistry, 13(37), 9659-9664. DOI: 10.1039/c5ob01523e
DOI de l'article: 10.1039/c5ob01523e
Entitat: Universitat Rovira i Virgili
Any de publicació de la revista: 2015
Tipus de publicació: Journal Publications
Repositori URV