Dianion Stabilization by (M(C5(CH3)5)2)+: Theoretical Evidence for a Localized Ring in (DDQ)2-

Science  20 Feb 1987:
Vol. 235, Issue 4791, pp. 871-873
DOI: 10.1126/science.235.4791.871


Organic dianions have been stabilized by (M(C5(CH3)5)2)+, where M is iron or cobalt. This has allowed the structural and spectroscopic characterization of these dianions. The structure of (M(C5(CH3)5)2)2+ (DDQ)2-, where DDQ is 2,3-dichloro-5,6-dicyanobenzoquinone, has been determined by x-ray crystallography. The structure of (DDQ)2-is consistent with ab initio molecular orbital calculations that suggest a localizd as opposed to a delocalized (aromatic) ring structure.