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- W4253781467 abstract "Detailed 1H and 13C NMR data are given for a series of 1,3-bis(arylimino) isoindolines [aryl = phenyl (2), p-tolyl (3), p-methoxyphenyl (4) and 2-pyridyl (5)] and for two N-methyl derivatives: 1,3-bis(phenylimino)-2-methylisoindoline (6) and 3-N,N-methyl, p-tolyamino-1-(p-tolylimino)-1H-isoindole (7). The diimino form is shown to be the predominant tautomer in compounds 2 – 5 by 13C chemical shift comparison with model compounds 6 and 7. Geometrical isomerism about the exocyclic C=N (C-N) bonds is discussed. The imino model 6 adopts the EE configuration exclusively. The amino model 7 is present in a 90:10 ZE:EE ratio with respect to the p-tolylimino substituent at C-1. Compounds 2 – 4 show a mixture of ZZ and ZE isomers in a ratio of about 70:30. The bis-pyridyl derivative 5 is present exclusively as the ZZ geometrical isomer due to an intramolecular hydrogen bond bridging mechanism." @default.
- W4253781467 created "2022-05-12" @default.
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- W4253781467 date "2010-09-01" @default.
- W4253781467 modified "2023-10-18" @default.
- W4253781467 title "NMR Studies on Imidines. V. 1H and 13C Nuclear Magnetic Resonance Study of the Tautomerism and Geometrical Isomerism of 1,3-Bis(Arylimino)Isoindolines" @default.
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- W4253781467 doi "https://doi.org/10.1002/bscb.19840930306" @default.
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