Abstract
AbstractThe chemical shift differences of diastereotopic protons in aliphatic acyclic alcohols, mostly of the type RCH2CR′R″(CH2)nOH, have been investigated. Fairly small amounts of Eu(dpm)3 cause the spectra of these materials to simplify dramatically; indeed, even diastereotopic protons rather far removed form the hydroxyl group give discrete signals in the presence of the shift reagent. Large shift differences were realized in the γ‐protons (n = 1) and the δ‐protons (n = 2), particularly if R is bulky and R' and R″ have different steric requirements. Semi‐quantitative conformational preferences can be determined from the data obtained.
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