1985
DOI: 10.1016/s0021-9673(01)81964-6
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Retention indices of dimethylbenzamidines and benzylideneamines on a non-polar column

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Cited by 17 publications
(5 citation statements)
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“…Dissolution of 10a in neat piperidine for 1 h or in 20% piperidine in EtOAc overnight, followed by concentration, affords 82% of amidine carboxamide 12 . The 1 H NMR spectrum shows a characteristic absorption at δ 6.55 which fits well with that reported for the parent amidine lacking the N -methylcarboxamide, and the absorption at δ 8.19 is shifted downfield from δ 8.01 in 10a . The configuration of the amidine carbon−nitrogen double bond was established by the strong NOE between the hydrogen at δ 6.55 and the methyl group at δ 1.92.…”
supporting
confidence: 82%
“…Dissolution of 10a in neat piperidine for 1 h or in 20% piperidine in EtOAc overnight, followed by concentration, affords 82% of amidine carboxamide 12 . The 1 H NMR spectrum shows a characteristic absorption at δ 6.55 which fits well with that reported for the parent amidine lacking the N -methylcarboxamide, and the absorption at δ 8.19 is shifted downfield from δ 8.01 in 10a . The configuration of the amidine carbon−nitrogen double bond was established by the strong NOE between the hydrogen at δ 6.55 and the methyl group at δ 1.92.…”
supporting
confidence: 82%
“…Generally, the E isomer is most stable for the neutral, protonated, and complexed form. This configuration (E) has also been found as the preferred one for other neutral formamidines (FDM*R, R = alkyl, aryl, arylalkyl, heteroalkyl, heteroaryl) by different experimental methods (X-ray, 1 H and 13 C NMR, dipole moment measurements). ,,− , …”
Section: Resultsmentioning
confidence: 66%
“…This configuration (E) has also been found as the preferred one for other neutral formamidines (FDM*R, R ) alkyl, aryl, arylalkyl, heteroalkyl, heteroaryl) by different experimental methods (X-ray, 1 H and 13 C NMR, dipole moment measurements). 3,11,[13][14][15][46][47][48][49][50][51] Some selected geometrical parameters for structures 1-14 are summarized in Table 2. For each type of planar structures (see values of the N 1 -C 1 dN 2 -CN angle) of the neutral, protonated, and complexed forms, the C-N, CdN, and CtN bond lengths in the E isomer are slightly different from those in the Z isomer.…”
Section: Resultsmentioning
confidence: 99%
“…For o-FDMP restricted rotation around the C-N single bond is not observed at room temperature in CDCl, as solvent, and the NMe, group gives one signal as observed for meta-and para-derivatives.' 93, 4 The identical, except for the o-hydroxy derivative (6), chemical shifts of protons in the NMe, group [G(NMe,) 3.0 & 0.1 for ortho-, meta-, and para-derivatives] indicates that the configuration at the C=N double bond of all the amidines studied is the same. Comparison of the n.m.r.…”
Section: Resultsmentioning
confidence: 99%