PMR and CMR spectra of benzofuran and its derivatives (2-CH3, 3-CH3, 5-CH3, 6-CH3, 5-CH3O, 6-CH3O, and 5-Cl) have been measured. The chemical shifts of 2-H and 2-C of 5- and 6-substituted derivatives obeyed a modified Hammett equation, δ=ρ1σ1+ρ2σ2+δ0. Electronic effects were found to be transmitted mainly through the bond 8–3. It was concluded that the ground-state electronic structure is similar to that of styrene rather than phenyl vinyl ether.
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Okuyama et al. (1974) studied this question.
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