The anticonvulsant pheneturide, PNT, has been studied by 300 MHz 1H NMR in CDCl3 at ambient temperatures with the achiral lanthanide shift reagent (LSR) Eu(FOD)3, and with the chiral LSR, Eu(HFC)3. Both LSRs produced spectral simplification of the aryl proton signal region, and substantial lanthanid
Anionic lanthanide shift reagents. Application to the assignment of NH peaks of amidinium ions
β Scribed by Charles L. Perrin
- Publisher
- John Wiley and Sons
- Year
- 1981
- Tongue
- English
- Weight
- 264 KB
- Volume
- 16
- Category
- Article
- ISSN
- 0749-1581
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β¦ Synopsis
Anionic EDTA complexes of Pr(III) and Eu(II1) produce dowdeld and upfield shifts, respectively, of the NH resonances of amidinim ions, RC(NH2),+. These LnEDTA--induced shifts arise through the formation of weak ion pairs. Results for the acetamidininm ion show that H,, the high field NH, experiences a greater shift than HE. This result con6rms the expectation that in the ion pair the anionic shat reagent approaches closer to Hz. Thus LnEDTA--induced shifts can be used to assign NH peaks of amidininm ions. Such shifts are then used to assign the low field NH peak of the benzamidinium ion to HE, whereas the low field NH peaks of the azoisobutyramidinium ion and formamidinesul6nic acid are assigned as Hz.
π SIMILAR VOLUMES
An assignment of relative configurations has been achieved for the diastereomeric racernates(lR2R,lS2S) and (1R2S, 1S2R) of 3,3-dimethyl-l,2-diphenylbuta~-l-ol through the comparative analysis of the respective chemical shifts induced by Eu(fod), in the 'H and '"C NMR spectra, and the corresponding
13C NMR spectra of para-substituted methoxybenzenes and phenols were recorded in the solid state to gain an insight into the manner and origin of substantial peak splittings in the ortho (up to 9.2 ppm) and mefa (up to 2.5 ppm) carbon signals. It was difficult to account for these peak splittings on