Title

Structural Characterization of Quaterphenyl Cation Radical:  X-ray Crystallographic Evidence of Quinoidal Charge Delocalization in Poly-p-phenylene Cation Radicals

Document Type

Article

Language

eng

Publication Date

2007

Publisher

American Chemical Society

Source Publication

Journal of the American Chemical Society

Source ISSN

0002-7863

Abstract

Quaterphenyl derivative (QP) containing tert-butyl solubilizing groups at the terminal positions yields a stable cation radical salt that was isolated, and its structure was established by X-ray crystallography. The crystal structure of neutral QP and its cation radical (QP+SbCl6-) provides unequivocal evidence for the quinoidal stabilization of the cationic charge or polaron by smoothing out the torsional motion of the interconnected p-phenylene rings. Such an observation of stabilization of the cationic charge in a poly-p-phenylene (PPP) derivative forms the basis for the noted high conductivities in PPP oligomers in their doped state.

Comments

Journal of the American Chemical Society, Vol. 129, No. 26 (2007): 8070-8071. DOI.

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