1H and 13C NMR studies of 1,8‐bis(dimethylamino)naphthalene salts in acetonitrile‐d3
- 1 June 1991
- journal article
- research article
- Published by Wiley in Magnetic Resonance in Chemistry
- Vol. 29 (6) , 558-560
- https://doi.org/10.1002/mrc.1260290603
Abstract
1H and 13C NMR spectra were studied for a number of 1,8‐bis(dimethylamino)naphthalene (DMAN) salts in acetonitrile‐d3. In the case of strong acids no counter anion effect was observed on the protonated DMAN molecules. A splitting of the 1H signal of the CH3 groups was found which was caused by coupling with the bridge NHN+ proton. It was confirmed that the salt with pentachlorophenol (PCP) undergoes a transformation to a nearly equimolar solution of free DMAN, protonated DMAN and the homoconjugated anion of PCP. The formation of the NHN+ bridge with an equally shared proton between the two nitrogen atoms leads to a change in the charge distribution in the naphthalene ring which is analogous to, but much weaker than, that found on protonation of aniline.This publication has 18 references indexed in Scilit:
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