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2H NMR spectra of 2-(p-heptylbenzoyloxy)-5-(p-heptylbenzenazo)tropone. A new sigmatropic liquid crystal
Authors:M Cavazza  C Forte  G Galli  M Geppi  F Pietra  C A Veracini
Abstract:Liquid crystals incorporating in their molecular framework a seven-membered ring are still relatively rare 1]. Recently the synthesis and thermal behaviour of a series of liquid crystal materials having a tropone moiety in their mesogenic core have been reported 2-4]. These mesogens, based on a 2-(acyloxy)tropone core structure, show intramolecular migration of the acyl substituents between the two oxygen atoms at C-1 and C-2, an effect already known for simple 2-(acyloxy)tropones in their isotropic solutions 5]. This migration involves a concerted 1, 9]-sigmatropic rearrangement 2]. This rearrangement could play a major role in determining the properties of the mesophases: it has been suggested in fact that, because of this rearrangement, the mesogenic molecules acquire a mean rod-like shape which can sustain the mesophase formation 2].
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