M. Modjewski, R. Shukla, S. Lindeman
Dec 2, 2009
Citations
0
Influential Citations
6
Citations
Journal
Tetrahedron Letters
Abstract
Abstract Electrochemical oxidation of 2,3,6,7-tetramethoxy-9,10-dimethylanthracene (1) showed that it undergoes a highly reversible electrochemical oxidation (Eox = 0.81 V vs SCE) and forms a modestly stable cation-radical salt in solution. X-ray crystallography established that 1+ SbCl 6 - crystallizes as a (centrosymmetric) dicationic homotrimer via a close cofacial association of a pair of cationic and one neutral molecule of 1 with an interplanar separation of ∼3.2 A. The structure of the dicationic homotrimer was also reproduced by DFT calculations. Furthermore, the structure of a dicationic spiro adduct, formed by a slow decomposition of a solution of 1+ SbCl 6 - , was also established by X-ray crystallography.