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;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.
ACS CATALYSIS
Gualandi, Andrea; Marchini, Marianna; Mengozzi, Luca; Natali, Mirco; Lucarini, Marco; Ceroni, Paola; Cozzi, Pier Giorgio
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11585/519289
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