Peer-Reviewed Journal Details
Mandatory Fields
Eamonn Joyce, Paul Kavanagh, Dónal Leech, Jolanta Karpinska, Patrick McArdle, Fawaz Aldabbagh
2012
July
Tetrahedron Letters
Acetic anhydride mediated condensation of aromatic o-diacid dichlorides with benzimidazoles to provide electro-reducible p-dione adducts
Published
()
Optional Fields
Synthetic methods Nitrogen heterocycles Cyclic voltammetry Stacking interactions ANTITUMOR AGENTS REDUCTIVE ACTIVATION QUINONES DESIGN PART
53
3788
3791
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 the p-dione is capable of two consecutive one-electron-reductions with formal potentials influenced by the fused (hetero)aromatic and substituent effects. (C) 2012 Elsevier Ltd. All rights reserved.
http://www.sciencedirect.com/science/article/pii/S0040403912008155
DOI 10.1016/j.tetlet.2012.05.047
Grant Details
Publication Themes