Conformational Study of some novel Methoxy Half-Analogues of Michler’s Ketone by NMR


1 Department of Applied Chemistry, Faculty of Science, University of Semnan, Semnan, Iran

2 Department of Colour and Polymer Chemistry, University of Leeds, Leeds LS2 9JT, England


One series of half-analogues of Michler’s ketone containing one or more terminal methoxy
substituents with variable tertiary amino groups have been used in this study. NMR spectral
results for the parent ketones confirm earlier findings that ortho proton shifts are apparently
independent from steric effects in derivatives of Michler’s ketone because the ring current and
carbonyl-induced shifts are self-canceling.


[1] N. Saadatjou, Iranian J. Sci. Tech. 14 (1990) 135-144.
[2] G. Montaudo, P. Finocchiaro, P. Maravigina, J. Am. Chem. Soc. 93 (1971) 4214-4217.
[3] K.D. Bartle., G. Hallas, J.D. Hepworth. Org. Magnetic Resonance 7 (1975) 154-159.
[4] A.G. Pinkus, H.C. Custard, J. Phys. Chem. 74 (1970) 1042-1049.