13C Nuclear Magnetic Resonance Spectra of Bridged 10π-Electron Systems. The Extent of Electron Delocalization

Abstract
The 13C n.m.r. spectrum of the cation 4 suggests the presence of considerable 1,7-bonding, indicating that it should be described as a substituted homotropylium cation rather than a monocyclic 10π-electron system. The intra-annular carbon atoms of 3 and 4 do not show a significant upfield shift due to the ring current. Explanations are offered.

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