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Chem Commun (Camb). 2009 Mar 28;(12):1553-5. doi: 10.1039/b810122a. Epub 2009 Feb 20.

Intramolecular dimer radical anions of [3n] cyclophanes: transannular distance dependent stabilization energy.

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  • 1The Institute of Scientific and Industrial Research (SANKEN), Osaka University, Mihogaoka 8-1, Ibaraki, Osaka, 567-0047, Japan.


Intramolecular dimer radical anions of [3n]cyclophanes generated by gamma-ray irradiation in low-temperature glassy matrices showed an absorption band attributable to charge resonance around 936-1210 nm, from which the stabilization energy of the dimer radical anions were analyzed on the basis of pi-electron delocalization over two benzene rings and the damping factor (beta) was estimated to be 0.35 A(-1), which is smaller than that of the intramolecular dimer radical cation of [3n]cyclophanes, indicating a effective charge delocalization of the dimer radical anions.

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