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- Title
Aromatic Radical Anions with Parallel or Crossed Triple Bonds.
- Authors
Elschenbroich, Christoph; Gerson, Fabian; Ohya-Nishiguchi, Hiroaki; Wydler, Christoph; Nissen, Axel
- Abstract
Proton hyperfine data are reported for the radical anions of 1,8-di (propyn-1-yl)-naphthalene (I), 7,8,12,13-tetradehydro-10,11-dihydro-9 H-cyclodeca[ d, e]naphthalene (II) and 2,2′-di(propyn-1-yl)-biphenyl (III), as well as of 5,6,11,12-tetradehydro-7,8,9,10-tetrahydro-dibenzo[ a, c]cyclodecene (IV) and its 8,8,9,9-tetradeuterio-derivative (IV-d4). The triple bonds in I and II can be regarded as roughly parallel, while those in IV (and IV-d4) may be considered as crossed. The π-spin distributions in I⊖ to IV⊖ are discussed in terms of simple MO models which suggest a weekly bonding interaction between the acetylenic fragments in IV⊖, in contrast to III⊖ where such an effect appears to be negligible. The importance of an analogous interaction in I⊖ and II⊖ is difficult to deduce, since its inclusion into a MO model does not substantially affect the π-spin distribution in these radical anions.
- Publication
Helvetica Chimica Acta, 1977, Vol 60, Issue 8, p2530
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.19770600806