Por favor, use este identificador para citar o enlazar a este item:
http://hdl.handle.net/10261/98912
COMPARTIR / EXPORTAR:
SHARE CORE BASE | |
Visualizar otros formatos: MARC | Dublin Core | RDF | ORE | MODS | METS | DIDL | DATACITE | |
Título: | An effective dual copper-and sulfide-catalytic system for the epoxidation of aldehydes with phenyldiazomethane |
Autor: | Pereira, A.; Martín, C. CSIC; Maya, Celia CSIC ORCID; Belderrain, Tomás R.; Pérez, Pedro J. CSIC ORCID | Fecha de publicación: | 2013 | Editor: | John Wiley & Sons | Citación: | Advanced Synthesis and Catalysis 355: 2942- 2951 (2013) | Resumen: | Epoxides have been obtained from alde-hydes and phenyldiazomethane using catalytic amounts of both the copper homoscorpionate com-plexes Tp xCuL (Tpx = homoscorpionate ligand; L = acetonitrile or tetrahydrofuran, THF) and dimethyl sulfide (SMe2) in high yields and diasteroselectivities, and with activities higher (TOF = 46 h-1) than those already known with rhodium-or copper-based cata-lysts. Among the copper(I) homoscorpionate com-plexes tested, TpBr3Cu(NCCH 3) showed the highest catalytic activity under mild conditions. The catalytic activity is controlled by electronic effects induced by the Tp x ligand as well as by the stability of the TpxCu(SR 2) adducts. Indeed, in the case of TpMs as ligand, the TpMsCu(THT) (THT = tetrahydrothio-phene) and Tp MsCu(SMe2) species could be isolated as very stable crystalline solids, the molecular struc-ture of the former being confirmed by single-crystal X-ray diffraction analysis. The in situ generation of PhCHN 2 from benzaldehyde tosylhydrazone sodium salt at 60 °C in methyl tert-butyl ether as solvent and TpMsCu(THF) as the catalyst also showed high cata-lytic activities, improving those already reported with copper-based catalysts. © 2013 Wiley-VCH Verlag GmbH&Co. KGaA, Weinheim. | URI: | http://hdl.handle.net/10261/98912 | DOI: | 10.1002/adsc.201300606 | Identificadores: | doi: 10.1002/adsc.201300606 issn: 1615-4150 |
Aparece en las colecciones: | (IIQ) Artículos |
Ficheros en este ítem:
Fichero | Descripción | Tamaño | Formato | |
---|---|---|---|---|
accesoRestringido.pdf | 15,38 kB | Adobe PDF | Visualizar/Abrir |
CORE Recommender
SCOPUSTM
Citations
10
checked on 25-mar-2024
WEB OF SCIENCETM
Citations
8
checked on 29-feb-2024
Page view(s)
342
checked on 28-mar-2024
Download(s)
144
checked on 28-mar-2024
Google ScholarTM
Check
Altmetric
Altmetric
NOTA: Los ítems de Digital.CSIC están protegidos por copyright, con todos los derechos reservados, a menos que se indique lo contrario.