## Abstract Proton‐hyperfine data are reported for the radical anions generated from azulene (1) and its alkyl derivatives 2–11 in 1,2‐dimethoxyethane both ‘chemically’ with K and electrolytically. The alkyl derivatives are 1,3‐dimethyl‐ (2), 5,7‐dimethyl‐ (3), 1,3,5,7‐tetramethyl‐ (4), 2‐methyl‐ (
Paramagnetic Redox Stages of a Bisphane: An ESR and ENDOR Study
✍ Scribed by Fabian Gerson; Markus Scholz; Armin De Meijere; Burkhard König; Jürgen Heinze; Klaus Meerholz
- Publisher
- John Wiley and Sons
- Year
- 1992
- Tongue
- German
- Weight
- 414 KB
- Volume
- 75
- Category
- Article
- ISSN
- 0018-019X
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
Seven redox stages, the dication 1^2+^, the radical cation \documentclass{article}\pagestyle{empty}\begin{document}$1^{\scriptstyle {{+}\kern-4pt {.}\kern-2pt }}$\end{document}, the neutral 1, the radical anion \documentclass{article}\pagestyle{empty}\begin{document}$1^{\scriptstyle {{\relbar}\kern-4pt {.}\kern-2pt }}$\end{document}, the dianion 1^2−^, the radical trianion \documentclass{article}\pagestyle{empty}\begin{document}$1^{\scriptstyle {3{\relbar}\kern-4pt {.}\kern-2pt }}$\end{document}\end{document}, and the tetraanion 1^4−^, are indicated by cyclic voltammetry for the bisphane 1, in which the benzene decks of two lateral paracyclophane moieties are orthogonal to the plane of anthracene framework. In \documentclass{article}\pagestyle{empty}\begin{document}$1^{\scriptstyle {{+}\kern-4pt {.}\kern-2pt }}$\end{document} and \documentclass{article}\pagestyle{empty}\begin{document}$1^{\scriptstyle {{\relbar}\kern-4pt {.}\kern-2pt }}$\end{document}, the unpaired electron is accommodated into the central anthracene subsystem, and the same statement holds for the two positive or negative charges in 1^2+^ and 1^2−^. Formation of \documentclass{article}\pagestyle{empty}\begin{document}$1^{\scriptstyle {3{\relbar}\kern-4pt {.}\kern-2pt }}$\end{document}\end{document} and 1^−^ occurs through admission of additional electrons one‐by‐one into the two paracyclophane moieties flanking the doubly charged anthracene subsystem in 1^2−^. The above‐postulated, successive release or uptake of electrons by the individual parts of the bisphane is in perfect accord with the hyperfine data determined by ESR and ENDOR spectroscopy for \documentclass{article}\pagestyle{empty}\begin{document}$1^{\scriptstyle {{+}\kern-4pt {.}\kern-2pt }}$\end{document}, \documentclass{article}\pagestyle{empty}\begin{document}$1^{\scriptstyle {{\relbar}\kern-4pt {.}\kern-2pt }}$\end{document}, \documentclass{article}\pagestyle{empty}\begin{document}$1^{\scriptstyle {3{\relbar}\kern-4pt {.}\kern-2pt }}$\end{document}\end{document}, as well as for radical ions of suitable reference compounds.
📜 SIMILAR VOLUMES
I4N-and 'H-Coupling constants, determined by ESR, ENDOR, and general-TRIPLE-resonance spectroscopy, are reported for the radical cations of tetrazinodi(heteroarenes) 1-8. The results comply with the expectation that donor properties of these compounds are mainly due to the electron-rich dihydrotetra
## Abstract Radical anions often monocyclic and bicyclic azoalkanes containing the azo group in (__Z__)‐conformation, have been fully characterized by their hyperfine data with the use of ESR, ENDOR, and general‐TRIPLE‐resonance spectroscopy. These azoalkanes are represented by 3,3,5,5‐tetramethyl‐
## Abstract Radical anions of ten monocyclic and bicyclic azoalkanes containing the azo group in (Z)‐conformation, have been fully characterized by their hyperfine data with the use of ESR, ENDOR, and general‐TRIPLE‐resonance spectroscopy. These azoalkanes are represented by 3,3,5,5‐tetramethyl‐1‐p