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The solvent‐induced shift in the proton NMR of some quinolizidine substituents
Author(s) -
Lalonde Robert T.,
Donvito Thomas N.,
Tsai Amy IM.,
Wong Chunfook
Publication year - 1975
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.1270070502
Subject(s) - quinolizidine , chemistry , methylene , solvent , benzene , proton , proton nmr , chemical shift , stereochemistry , medicinal chemistry , organic chemistry , alkaloid , physics , quantum mechanics
The proton chemical shift values for the methyl groups in the nine monomethylquinolizidines are determined in deuterochloroform and benzene solutions. This solvent change results in the shielding of all the methyl groups except those in 1(a)‐and 3(a)‐methylquinolizidine which become deshielded. These results are compared with those obtained earlier for equatoral and axial methyl and methylene groups attached to the quinolizidine systems in Nuphar alkaloids and related compounds.