Electron spin resonance studies of the radical anions of [2.2]paracyclophane and related compounds

Medium-sized cyclophanes. XX. 13C nuclear magnetic resonance of cyclophanes: p-orbital compression shift and orbital deformation

“…Of these the anisotropy effect can be neglected (19). Roberts and co-workers (20) compared the carbon resonances of cyclopentadecane and [12]paracpclophane (20) and assigned the highest field methylene carbon resonance, which was shifted upfield by 0.7 ppm compared with that fo the saturated model, to the ring c~irrent effect. Whether this is really the case is, however, questionable since Kaneda, Inoue, and Misumi4 found through extensive selective decoupling studies that the highest field methylene signal for 20, as well as for other related systems, is due to a r-carbon.…”

“…The uv spectra of 3 and multi-layered analogs have been extensively studied (1 I). The esr studies of anion radicals (12) and photoelectron spectra (13) of these compounds were also examined. (Fig.…”

Organische gemischtvalente Verbindungen: ein Spielplatz für Elektronen und Löcher

“…In diesem Zusammenhang erwähnen wir die ESR-Untersuchungen an Bis(p-nitrophenyl)-Radikalanionen des Typs K, [40] die Studien über Pyridyl-Radikalkationen (z. B. L) von Itoh et al [41] und über Tetraalkylhydrazine von Nelsen et al [42] Weiterhin zeigten ESR-Untersuchungen über die Spindichteverteilung der Radikalanionen von Paracyclophanderivaten [43][44][45] (z. B. M), Phenylcyclooctatetraen [46] N,…”

Intramolecular Electron Transfer between Terminal 1,4-Dimethoxybenzene Units in Radical Cations with a [2.2](1,4)Naphthalenophane, [2.2](1,4)Anthracenophane, and Pentacene Skeleton

“…Because of this defined molecular geometry, [2.2](1,4)arenophane radical ions are attractive model compounds for studying specific modes affecting the intramolecular electron transfer. Fundamental ESR studies of radical anions derived from [2.2]paracyclophane (1a) [3] , syn- [7] showed that the unpaired electron in these species is delocalized over both π-subunits within the time scale of the ESR experiment (ca. 10 7 s Ϫ1 ).…”