Acetic anhydride mediated condensation of aromatic o-diacid dichlorides with benzimidazoles to provide electro-reducible p-dione adducts

…, P Kavanagh, D Leech, J Karpinska, P McArdle…

Index: Joyce, Eamonn; Kavanagh, Paul; Leech, Donal; Karpinska, Jolanta; McArdle, Patrick; Aldabbagh, Fawaz Tetrahedron Letters, 2012 , vol. 53, # 29 p. 3788 - 3791

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Abstract

Acetic anhydride mediates a facile and rapid condensation of benzimidazole with aromatic o- diacid dichlorides to precipitate p-dione adducts in excellent yields. Condensation with pyridine-3, 4-dicarbonyl dichloride produced a 1: 1 mixture of isomeric p-diones. The X-ray crystal structure of one of the latter isomers revealed unusual high density, and inter-layer separation similar to graphite. Cyclic voltammetry demonstrated that p-dione is capable of ...