New liquid crystals with 2-benzoyloxy-2,4,6-cycloheptatrien-l-one (2-benzoyloxytropone) core were prepared. The [1,9] sigmatropic dynamic property in a 5-alkoxy-2-(4-alkoxybenzoyloxy)tropone structure was shown to play a decisive role in revealing mesophases by comparison with 5-alkoxy-2-(4-alkoxybenzyloxy)tropones and 7-bromo-5-dodecyloxy-2-(4-dodecyloxybenzoyloxy)tropone, which had no such molecular dynamic property.These liquid crystals showed various phases, depending on the length of the alkyl chains.

New 2-(4-alkoxybenzoyloxy)-5-alkylaminotropone liquid crystals, which exhibited the smectic C phase exclusively, were prepared. The FT-IR spectra of 2-(4-dodecyloxybenzoyloxy)-5-octadecylaminotropone at various temperatures indicated that the intermolecular hydrogen bonding between the NH and the tropone C=O groups assists the appearance of the smectic C phase.

New 5-alkoxy-2-(4-alkylaminobenzoyloxy)tropones showing a smectic C phase exclusively were prepared. The corresponding benzenoids were non-mesogenic. The variable-temperature FT-IR spectra of 2-(4-dodecylaminobenzoyloxy)-5-tetradecyloxytropone suggested the intermolecular hydrogen bonding between the NH and both the tropone and the ester C=O groups in the mesophase.

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