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Chemical shift reagents in the study of polycyclic alcohols IX — 1 H NMR spectra of myrtenol and some other primary alcohols
Author(s) -
Paasivirta Jaakko,
Häkli Harri,
Widen KarlGustav
Publication year - 1974
Publication title -
organic magnetic resonance
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0030-4921
DOI - 10.1002/mrc.1270060705
Subject(s) - chemistry , methanol , methylene , reagent , tetrachloride , nmr spectra database , proton , europium , spectral line , organic chemistry , ion , quantum mechanics , physics , astronomy , tin
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 CH 2 OH group.