Base‐Free Asymmetric Transfer Hydrogenation of 1, 2‐Di‐ and Monoketones Catalyzed by a (NH)2P2‐Macrocyclic Iron(II) Hydride. (18th August 2017)

• Record Type: Journal Article
• Authors: De Luca, Lorena; Mezzetti, Antonio
• Is Part Of: Angewandte Chemie. Volume 129:Number 39(2017)
• Page Start: 12111
• Page End: 12115
• Publication Date: 2017-08-18
• Subjects: Acyloine -- Asymmetrische Transferhydrierungen -- Basefreie Reaktionen -- Eisen -- Makrocyclische Liganden; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201706261
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: The hydride isonitrile complex [FeH(CNCEt3 )(1 a )]BF4 (2 ) containing a chiral P2 (NH)2 macrocycle (1 a ), in the presence of 2‐propanol as hydrogen donor, catalyzes the base‐free asymmetric transfer hydrogenation (ATH) of prostereogenic ketones to alcohols and the hemihydrogenation of benzils to benzoins, which contain a base‐labile stereocenter. Benzoins are formed in up to 83 % isolated yield with enantioselectivity reaching 95 % ee. Ketones give the same enantioselectivity observed with the parent catalytic system [Fe(CNCEt3 )2 (1 a )] (3 a ) that operates with added NaO t Bu.