Premium
Dimeric Radical Cation of 4,5,7,8‐Tetramethyl[2.2]paracyclophane
Author(s) -
Bruhin Jürg,
Gerson Fabian,
OhyaNishiguchi Hiroaki
Publication year - 1977
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19770600733
Subject(s) - chemistry , hyperfine coupling , paramagnetism , radical ion , symmetry (geometry) , crystallography , coupling constant , benzene , hyperfine structure , radical , ion , organic chemistry , atomic physics , condensed matter physics , physics , geometry , mathematics , particle physics
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.