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DOI: 10.1039/A704071G (Paper) Reference Section for: J. Chem. Soc., Perkin Trans. 1, 1997, 3183-3188

Synthesis, structure and tropicity of an [11][13]fulvalene derivative

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Gaku Yamamoto, Yasuhiro Mazaki, Ryoji Kobayashi, Hiroyuki Higuchi and Jūro Ojima

Abstract

An [11][13]fulvalene derivative, 13-(4,9-methanocycloundeca-2,4,6,8,10-pentaenylidene)-4,9-dimethylcyclotrideca-1,3,9,11-tetraene-5,7-diyne, has been synthesized. Examination of 1H and 13C NMR spectra indicates that the compound shows no detectable ring-current effect in nonpolar solvents arising from 10π- and 14π-electron systems, which is verified by X-ray crystallographic structural analysis. In a polar solvent, [2H6]dimethyl sulfoxide, a small contribution of the dipolar resonance structure is suggested.

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