## Abstract ^13^C and ^15^N NMR chemical shifts were measured for __N__^1^‐alkyl‐__N__^2^‐arylthioureas. The absence of decoalescence of the __N__^1^‐alkyl group carbon signals down to 190 K, the europium‐induced chemical shifts and the molecular mechanics calculations indicate that the preferred c
A 13C NMR study of hindered rotation in N1,N1-penta- and N1, N1-hexa-methylene-N2-substituted-phenylformamidines
✍ Scribed by Iwona Wawer
- Publisher
- John Wiley and Sons
- Year
- 1987
- Tongue
- English
- Weight
- 388 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0749-1581
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✦ Synopsis
Rates of rotations about the C-N' partial double bond in a series of six N',N' penta-and six N',N'-hexa-methylene-Nz-substituted-phenyformamidines were determined from 13C DNMR line shape analysis.
Electron accepting substituents at the phenyl ring increase the barrier to rotation, and electron donating substituents decrease the barrier, compared with the nonsubstituted compound. Linear relationships are shown to exist between AG* and the I3C chemical shifts of the functional carbon or the pK, of formamidines.
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## REFERENCE DATA carbons, for various substituent groups and positions were carried out by gated decoupling with NOE. ## RESULTS AND DISCUSSION The I3C NMR chemical shifts of the compounds are shown in Tables 123; 'J(CH) and long-range coupling constants of 2, 9, 13 and 18, measured by gated d
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