Liebigs Annalen · 1995 · 26 citations · 18 references
Natural SciencesChemistryCrystal StructureOrganic ChemistrySolid-state ChemistryCrystal ChemistryHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsLiquid CrystalsRetrosynthetic AnalysisPhysical PropertiesSpirocyclic ScaffoldsThermotropic Liquid Crystals
Abstract A number of terminally substituted spiranes were prepared from 9‐pentyl‐3‐spiro[5.5]undecanone ( 7 ), which was obtained in a five‐step synthesis starting from 4‐pentylcyclohexanone ( 1 ), using an intramolecular cyclisation with 4‐toluenesulfonylmethyl isocyanide (TosMIC) as a key step. By a comparison of the physical data of the new spiro[5.5]undecane derivatives I with those of several well‐known, analogous substituted compounds – solely differing in their central building unit – conclusions regarding the effects of the spiro ring system on its mesogenic potential are drawn.
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O. H. OLDENZIEL, Daan van Leusen, A. M. VAN LEUSEN · The Journal of Organic Chemistry · 1977 · 219 citations