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

Subject Areas : Journal of the Iranian Chemical Research

Naghi Saadatjou ¹ , Geoffrey Hallas ²

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

Received: 2009-05-03 Accepted : 2009-11-01 Published : 2009-12-31

Keywords: Conformational study, Michler’s Ketone, NMR spectroscopy, Proton Shift, Steric Effect, Ring Current, Carbonyl-induced shift, Tertiary amino groups,

Abstract :

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

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