Asymmetric transfer hydrogenation of prochiral ketones in aqueous media with chiral water-soluble and heterogenized bifunctional catalysts of the RhCp*-type ligand

Barron-Jaime, Angelica; Narvaez-Garayzar, Oscar F.; Gonzalez, Jorge; Ibarra-Galvan, Valentin; Aguirre, Gerardo; Parra-Hake, Miguel; Chavez, Daniel; Somanathan, Ratnasamy

dc.contributor.author	Barron-Jaime, Angelica
dc.contributor.author	Narvaez-Garayzar, Oscar F.
dc.contributor.author	Gonzalez, Jorge
dc.contributor.author	Ibarra-Galvan, Valentin
dc.contributor.author	Aguirre, Gerardo
dc.contributor.author	Parra-Hake, Miguel
dc.contributor.author	Chavez, Daniel
dc.contributor.author	Somanathan, Ratnasamy
dc.date.accessioned	2017-03-30T18:14:24Z
dc.date.available	2017-03-30T18:14:24Z
dc.date.issued	2010-09-29
dc.identifier	10.1002/chir.20902	es_ES
dc.identifier.issn	1520-636X	es_ES
dc.identifier.uri	http://hdl.handle.net/123456789/513
dc.description	Asymmetric transfer hydrogenation (ATH) of prochiral aromatic ketones was carried out with a water-soluble complex of RhIIICp* and mononitrobenzenesulfonamide bidentate ligand (1R,2R)-N-(2-aminocyclohexyl)-4-nitrobenzenesulfonamide 1 derived from chiral cyclohexane-1,2-diamine. Aqueous sodium formate was used as the hydride source. The reaction afforded the chiral alcohols in good enantioselectivities (79–93%) and yields (>99%). The modified monosulfonamide ligand was also covalently immobilized on solid phase such as silica, resin, and mesoporous SBA-15 silica and then explored as a catalyst with RhIIICp* in the ATH of acetophenone.	es_ES
dc.description.abstract	Se llevó a cabo la hidrogenación de transferencia asimétrica (ATH) de cetonas aromáticas proquirales con un complejo soluble en agua de RhIIICp * y ligando bidentado de mononitrobencenosulfonamida (1R, 2R) -N- (2-aminociclohexil) -4-nitrobencenosulfonamida 1 derivado de ciclohexano-1 quiral , 2 - diamina. Se usó formiato sódico acuoso como fuente de hidruro. La reacción proporcionó los alcoholes quirales en buenas enantioselectividades (79-93%) y rendimientos (> 99%). El ligando monosulfonamida modificado también se inmovilizó covalentemente en fase sólida tal como sílice, resina y sílice SBA-15 mesoporosa y luego se exploró como catalizador con RhIIICp * en el ATH de acetofenona.	es_ES
dc.language.iso	eng	es_ES
dc.publisher	Chiralaty	es_ES
dc.relation.uri	Público en general	es_ES
dc.rights	info:eu-repo/semantics/openAccess	es_ES
dc.rights.uri	http://creativecommons.org/licenses/by-nc/4.0	es_ES
dc.source	http://onlinelibrary.wiley.com/doi/10.1002/chir.20902/full	es_ES
dc.subject	asymmetric transfer hydrogenation	es_ES
dc.subject	aromatic ketones	es_ES
dc.subject	chiral ligands	es_ES
dc.subject	nitrobenzenesulfonamide	es_ES
dc.subject	heterogenized ligands	es_ES
dc.subject.classification	MEDICINA Y CIENCIAS DE LA SALUD [3]	es_ES
dc.title	Asymmetric transfer hydrogenation of prochiral ketones in aqueous media with chiral water-soluble and heterogenized bifunctional catalysts of the RhCp*-type ligand	es_ES
dc.type	info:eu-repo/semantics/article	es_ES