A general approach towards Janus diones : synthesis of dicyclopenta[b,g]naphthalene-1,3,6,8(2H,7H)-tetraone

C. Niebel (1) , V. Lokshin (1) , V. Khodorkovsky

1 CINaM - Centre Interdisciplinaire de Nanoscience de Marseille

A general approach toward Janus diones involving the reaction of pyromellitic or naphthalenetetracarboxylic dianhydrides with ethyl(triphenylphosphoranylidene)acetate and subsequent rearrangement of the products is described. This approach allows avoiding the formation of poorly soluble intermediates, in which purity cannot be effectively controlled. Dicyclopenta[b,g]naphthalene-1,3,6,8(2H,7H)-tetraone 3, a promising precursor of molecular and polymeric advanced materials is described.

Mots clés: Arenes; S-indacene; Polyketones; Indandiones; NLO chromophores

Domaines: Chimie

C. Niebel, V. Lokshin, V. Khodorkovsky. A general approach towards Janus diones : synthesis of dicyclopenta[b,g]naphthalene-1,3,6,8(2H,7H)-tetraone. Tetrahedron Letters, 2008, 49 (51), pp.7276-7278. ⟨10.1016/j.tetlet.2008.10.028⟩. ⟨hal-00386915⟩