First TDAE-Mediated Double Addition of Nitrobenzylic Anions to Aromatic Dialdehydes

Thierry Juspin , Gamal Giuglio-Tonolo , Thierry Terme (1) , Patrice Vanelle (1, 2)

1 ICR - Institut de Chimie Radicalaire
2 APHM - Assistance Publique - Hôpitaux de Marseille

We report herein the first tetrakis(dimethylamino) ethylene (TDAE)-mediated double addition of nitrobenzylic anions to aromatic dialdehydes such as terephthalaldehyde and isophthalaldehyde, and have developed a new methodology that allows us to observe the double addition. This TDAE-mediated approach is an original and mild method with which to generate tri-aromatic diols.

Domaines: Chimie

Thierry Juspin, Gamal Giuglio-Tonolo, Thierry Terme, Patrice Vanelle. First TDAE-Mediated Double Addition of Nitrobenzylic Anions to Aromatic Dialdehydes. Synthesis: Journal of Synthetic Organic Chemistry, 2010, 5, pp.844--848. ⟨10.1055/s-0029-1218590⟩. ⟨hal-01460229⟩