Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5267915 | Tetrahedron Letters | 2012 | 4 Pages |
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 two consecutive one-electron-reductions with formal potentials influenced by the fused (hetero)aromatic and substituent effects.
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Authors
Eamonn Joyce, Paul Kavanagh, Dónal Leech, Jolanta Karpinska, Patrick McArdle, Fawaz Aldabbagh,