The 13C spectra of several conjugated diynols and symmetrical diynediols, represented by the parent compounds 2,4‐pentadiyn‐1‐ol and 2,4‐hexadiyne 1,6‐diol, respectively, have been determined and individual resonances assigned. The data show close similarities to those observed with related 2‐yn‐1‐ols. Mutual shielding interactions between the conjugated triple bonds result in upfield shifts of both the α‐ and β‐sp‐hybridized carbon nuclei by c. 4.5 ppm, relative to the ethynyl prototype. The deshielding γ effect induced by the hydroxyl group at the interior sp‐hybridized carbons is discussed.
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Milton T. W. Hearn (1977) studied this question.
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