6533b7cffe1ef96bd125984a

RESEARCH PRODUCT

Chemical shift reagents in the study of polycyclic alcohols IX—1H NMR spectra of myrtenol and some other primary alcohols

Karl-gustav WidénJaakko PaasivirtaHarri Häkli

subject

010405 organic chemistryChemistrychemistry.chemical_elementAlcoholGeneral Chemistry010402 general chemistryRing (chemistry)01 natural sciencesSpectral line3. Good health0104 chemical scienceschemistry.chemical_compoundReagentMyrtenolProton NMRPhysical chemistryOrganic chemistryGeneral Materials ScienceMethyleneEuropium

description

Structure proof of (—)-myrtenol, 3-cyclopentenyl-1-methanol and 5-norbornene-2-endo-methanol has been obtained from their proton magnetic resonance spectra in carbon tetrachloride containing different added amounts of tris(dipivaloylmethanato)europium. For each alcohol, a 1:1 complex structure with Eu(dpm)3 could be computed, in which the calculated pseudocontact shift effects on all skeleton protons of the ring system were consistent with the observed shift effect values. A considerable contact contribution of opposite sign to that of the pseudocontact part of the effect could be estimated for the methylene protons of the CH2OH group.

https://doi.org/10.1002/mrc.1270060705