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New reactions of the CB₁₁H₁₂⁻ cluster for the synthesis of novel liquid crystals
Julian Irving Reed
May 9, 2018
Department or Program
The 1-carba-closo-dodecaborate (CB₁₁H₁₂⁻) anion and its derivatives have tremendous potential as rigid core substituents in novel compounds with liquid crystalline phases. Due to the unique chemistry of the anion, these substances could have unusual properties and applications in liquid crystal display (LCD) technology. Derivatization of CB₁₁H₁₂⁻ by organic methods has proven challenging. Here we explore attempts to synthesize B-substituted ester derivatives by Fischer esterification and nitrile solvolysis. Furthermore, two unsuccessful methods for dimerizing the cluster are presented. Finally, successful synthesis of a disubstituted terephthalic acid analogue, 1,12-dicarboxy-1-carba-closo-dodecaborate, is reported.