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The effect of the phenyl–alkyl connecting group on mesogenic properties of several series of isostructural compounds containing  p -carborane ( A  and  B ), bicyclo[2.2.2]octane ( C ), and benzene ( D ) was investigated using thermal and optical methods. Results demonstrated that mesophase stability in the series containing  A – D  follows the order (Alk)CH 2 CH 2 – < (Alk)OOC– < (Alk)CH 2 O– < (Alk)COO–. Surprisingly, the connecting groups (Alk)CH 2 CH 2 – and (Alk)OOC– destabilize the mesophase significantly stronger for carboranes ( A  and  B ) than for carbocyclic derivatives ( C  and  D ). Analysis indicates that this effect may have quadrupolar and conformational origin.

Ring-alkyl connecting group effect on mesogenic properties of p-carborane derivatives and their hydrocarbon analogues