1  H and 13C NMR studies of para-substituted benzaldoximes for evaluation of the electron donor properties of substituted amino groups†

Ryszard Gawinecki; Erkki Kolehmainen; Reijo Kauppinen

doi:10.1039/A705668K

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¹H and ¹³C NMR studies of para-substituted benzaldoximes for evaluation of the electron donor properties of substituted amino groups†

Ryszard Gawinecki, Erkki Kolehmainen and Reijo Kauppinen

Abstract

¹ H and ¹³C NMR spectra of seventeen (E)-benzaldoximes and three acetophenone oximes, both carrying substituted p-amino groups, have been recorded and discussed from the point of view of substituent effect. The resonance effect of these substituents is not transmitted strongly to CH [double bond, length half m-dash] NOH group. However, it is found that the chemical shift of C_para depends linearly on σ_R^o values. This dependence has been used to calculate the resonance substituent constants for the less common amino groups and the 1-pyrrolidine group is found to be the most powerful electron donor among the substituents studied.

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DOI: https://doi.org/10.1039/A705668K
Article type: Paper

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J. Chem. Soc., Perkin Trans. 2, 1998, 25-30

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¹ H and ¹³C NMR studies of para-substituted benzaldoximes for evaluation of the electron donor properties of substituted amino groups†

R. Gawinecki, E. Kolehmainen and R. Kauppinen, J. Chem. Soc., Perkin Trans. 2, 1998, 25 DOI: 10.1039/A705668K

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Journal of the Chemical Society, Perkin Transactions 2