6533b826fe1ef96bd1283b2a

RESEARCH PRODUCT

1H,13C and17O NMR study of aromatic ring-substituted monochloro- and monobromo-(E)-3-phenylpropenals

Pia MänttäriKatri LaihiaErkki Kolehmainen

subject

ChemistryStereochemistryChemical shiftSubstituentGeneral ChemistryNuclear magnetic resonance spectroscopyConjugated systemRing (chemistry)Medicinal chemistryStyrenechemistry.chemical_compoundDelocalized electronGeneral Materials ScienceSolvent effects

description

Trans-Cinnamaldehydes (CAs) or o-, m- and p-X-(E)-3-phenylpropenals; (X = Cl or Br) were synthesized and their 1H, 13C and 17O NMR spectra were measured, assigned and analysed. The long-range benzylic couplings are discussed in terms of the conformational characteristics of the related styrene systems. The 1H, 13C and 17O NMR substituent chemical shifts of the CA derivatives were compared with those of styrene and explained by the π-electron delocalization in the conjugated CCCO bond system of CA.

yearjournalcountryeditionlanguage
1991-11-01Magnetic Resonance in Chemistry
https://doi.org/10.1002/mrc.1260291107