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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.
Anions‚ Boron compounds‚ Carboranes‚ Liquid crystals‚ Esterification‚ Alkynes‚ Organic compounds -- Synthesis‚ Chemical reactions‚ Chemistry‚ Science‚ Whitman College 2018 -- Dissertation collection -- Chemistry Department
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