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EPR Study of the Radical Ions of Aryl‐Substituted Propellanes
Author(s) -
Crockett Rowena,
Gescheidt Georg,
Dyker Gerald,
Körning Jutta
Publication year - 1996
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.199619961007
Subject(s) - chemistry , electron paramagnetic resonance , radical ion , moiety , hyperfine structure , photochemistry , naphthalene , aryl radical , trimer , acenaphthene , aryl , molecule , ion , crystallography , stereochemistry , alkyl , organic chemistry , nuclear magnetic resonance , physics , dimer , quantum mechanics
The radical anions and the radical cations of 1–3 in which three π systems are connected in three dimensions by a strained propellane spacer were studied by ESR/ENDOR/TRIPLE spectroscopy. The hyperfine data of acenaphthene ( 4 ) are compared with those of the fused π systems 5–10 . In the relatively persistent radical anions of 1–3 , the spin is mainly confined to the two naphthalene moieties. Whereas the radical cation of 2 resembles a naphthalene trimer, the radical cations of intact 1 and 3 cannot be detected. The ESR spectra recorded upon one‐electron oxidation of 1 and 3 are assigned to the radical cations of 9 and 10 , respectively, formed by the loss of one naphthalene moiety from the parent molecules.