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Methyl Substitution as a Probe for π-Spin Distribution in the Radical Anion of 1,6-Methano[10]annulene

✍ Scribed by Fabian Gerson; Klaus Müllen; Christoph Wydler

Publisher: John Wiley and Sons
Year: 1976
Tongue: German
Weight: 350 KB
Volume: 59
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.19760590442

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✦ Synopsis

Abstract

ESR. and ENDOR. spectra are reported for the radical anion of the 2‐methyl derivative (III) of 1,6‐methano[10]annulene (I). Comparison of the hyperfine data for I·⊖ and III·⊖ with those for the radical anions of naphthalene (II) and its 1‐methyl derivative (IV), respectively, confirms the suggestion that – despite the vastly different α‐proton coupling constants – the π‐spin distributions should be similar in the two series. This result provides further support for the view that the π‐spin distribution, in particular, and the cyclic π‐delocalisation, in general, are not seriously perturbed by moderate deviations of the π‐perimeter from planarity.

📜 SIMILAR VOLUMES

Unusual Features in the ESR. Spectra of

Unusual Features in the ESR. Spectra of 1, 6-Methano[10] annulene Radical Anion. A modified mcconnell equation for non-planar π-radicals

✍ F. Gerson; K. Müllen; E. Vogel 📂 Article 📅 1971 🏛 John Wiley and Sons 🌐 German ⚖ 782 KB

## Abstract ESR. spectra of the radical anions of 1, 6‐methano[__10__]annulene (I) and its 2,5,7,10‐tetradeuterio derivative II are reported for a temperature range of over 100°. The abnormally small magnitudes of the α‐proton coupling constants are attributed to the deviation of the tenmembered π‐