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A modified synthesis of mytilitol and the synthesis of various esters of the cyclitols myo-inositol (la) and mytilitol (2a) is described. Because of steric reasons all these derivatives of the two naturally occuring compounds exhibit no discotic mesophases. For instance, in comparison to mesomorphous scyllitol hexaesters already the methyl group perpendicular to the molecular core in the analogous hexaesters 2b-d of mytilitol suppresses discotic liquid crystalline character totally. This effect is discussed in connection to the relationship of mesomorphism with chemical structure of disc-shaped molecules.

zeitschrift für naturforschung b

Discotische Flüssigkristalle: Beziehung zwischen Molekülstruktur und discogenen Eigenschaften scheibenförmiger Verbindungen, nicht-flüssigkristalline Ester des myo-Inosits und des Mytilits [1,2]