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Two‐dimensional NMR analysis of selected dequalinium analogues having aralkyl linking groups
Author(s) -
Campos Rosa J.,
Galanakis D.,
Ganellin C. R.
Publication year - 1998
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/(sici)1097-458x(199812)36:12<951::aid-omr395>3.0.co;2-f
Subject(s) - chemistry , moiety , dept , nuclear overhauser effect , ring (chemistry) , nitrogen atom , chemical shift , carbon 13 nmr , bromide , nuclear magnetic resonance spectroscopy , stereochemistry , carbon atom , proton , proton nmr , two dimensional nuclear magnetic resonance spectroscopy , computational chemistry , organic chemistry , physics , quantum mechanics
The 1 H signals of the4‐aminoquinolinium moieties and the 13 C signals ofthe title compounds were fully assigned, using the concertedapplication of one‐ and two‐dimensional NMR techniques,including nuclear Overhauser effect difference, DEPT, COSY, HETCOR andlong‐range 13 C– 1 H correlationspectroscopy. The effect that quaternization of the endocyclicnitrogen atom has on the resonances of the proton and carbon atoms ofthe 4‐aminoquinoline ring is reported. Atomic charges of theheterocyclic moiety of model compounds such as 4AQ, 4AQ.HBr and4‐amino‐1‐benzylquinolinium bromide (8)are shown to be linearly related to 13 C chemical shifts.© 1998 John Wiley & Sons, Ltd.