Nuclear magnetic resonance and electron absorption studies of acenaphthylene dianion. Ion-pair structure and charge distribution
- 1 January 1983
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 9,p. 1837-1842
- https://doi.org/10.1039/p29830001837
Abstract
The 1H and 13C n.m.r. chemical shifts of acenaphthylene dianion are studied by variation of cation, solvent, and temperature. For the description of the charge distribution, comparisons are also made with the neutral hydrocarbon, acenaphthylene. In the contact ion pair structure, the cations occupy nonequivalent positions relative to the dianion. The ability to undergo solvation also differs for the two cations. The Na and K salts exist solely as contact ion pairs under the investigated conditions. 7Li N.m.r. and u.v.–visible spectroscopic characterization provide further evidence for the proposed ion pair structures. The comparatively small and variable 13C chemical shift–charge correlation factor of the dinegative–uncharged compounds is discussed in view of a varying degree of diatropicity. The electronic structure of the dianion is best described in terms of a partly localized π-electronic system.Keywords
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