Catalytic amounts (2.5 mol %) of [Fe(bpy)3]Br2 complex in the presence of visible light and the MacMillan catalyst 3 (20 mol %) are highly effective in promoting an enantioselective organocatalytic photoredox alkylation of aldehydes with various α-bromo carbonyl compounds. Reaction yields of isolated compounds and enantioselectivities are very good and comparable to the ones obtained by [Ru(bpy)3]2+, organic dyes, or semiconductors, in the presence of the same organocatalysts. The use of first-row, abundant, and cheap metals in photocatalyzed reactions can open new perspectives in stereoselective organic synthesis.
Organocatalytic Enantioselective Alkylation of Aldehydes with [Fe(bpy)3]Br2 Catalyst and Visible Light / Gualandi, Andrea; Marchini, Marianna; Mengozzi, Luca; Natali, Mirco; Lucarini, Marco; Ceroni, Paola; Cozzi, Pier Giorgio. - In: ACS CATALYSIS. - ISSN 2155-5435. - ELETTRONICO. - 5:10(2015), pp. 5927-5931. [10.1021/acscatal.5b01573]
Organocatalytic Enantioselective Alkylation of Aldehydes with [Fe(bpy)3]Br2 Catalyst and Visible Light
GUALANDI, ANDREA;MARCHINI, MARIANNA;MENGOZZI, LUCA;LUCARINI, MARCO;CERONI, PAOLA;COZZI, PIER GIORGIO
2015
Abstract
Catalytic amounts (2.5 mol %) of [Fe(bpy)3]Br2 complex in the presence of visible light and the MacMillan catalyst 3 (20 mol %) are highly effective in promoting an enantioselective organocatalytic photoredox alkylation of aldehydes with various α-bromo carbonyl compounds. Reaction yields of isolated compounds and enantioselectivities are very good and comparable to the ones obtained by [Ru(bpy)3]2+, organic dyes, or semiconductors, in the presence of the same organocatalysts. The use of first-row, abundant, and cheap metals in photocatalyzed reactions can open new perspectives in stereoselective organic synthesis.File | Dimensione | Formato | |
---|---|---|---|
cs5b01573_si_001.pdf
accesso aperto
Tipo:
File Supplementare
Licenza:
Licenza per Accesso Aperto. Altra tipologia di licenza compatibile con Open Access
Dimensione
4.74 MB
Formato
Adobe PDF
|
4.74 MB | Adobe PDF | Visualizza/Apri |
Organocatalytic Enantioselective.pdf
Open Access dal 03/09/2016
Tipo:
Postprint
Licenza:
Licenza per Accesso Aperto. Altra tipologia di licenza compatibile con Open Access
Dimensione
460.23 kB
Formato
Adobe PDF
|
460.23 kB | Adobe PDF | Visualizza/Apri |
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.