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Dimeric Radical Cation of 4,5,7,8-Tetramethyl[2.2]paracyclophane

✍ Scribed by Jürg Bruhin; Fabian Gerson; Hiroaki Ohya-Nishiguchi

Publisher
John Wiley and Sons
Year
1977
Tongue
German
Weight
286 KB
Volume
60
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

Electrolytic oxidation of 4,5,7,8‐tetramethyl[2.2]paracyclophane (I) yields a paramagnetic species which by ESR. spectroscopic evidence must be ascribed to the dimeric radical cation I~2~ · ⊕. Analogous dimers are obtained from the 12, 13, 15, 16‐tetradeuterio‐ and 1, 1, 10, 10, 12, 13, 15, 16‐octadeuterio‐derivatives of I so that all coupling constants can be unequivocally assigned to sets of equivalent protons. The hyperfine data for I~2~ · ⊕ are consistent with an effective D~2__h__~ or D~2__d__~ symmetry, the four benzene rings lying in parallel planes.

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