Derivatives of the 1-carba-closo-dodecaborate(1-) anion (CB11-) have potential uses in a variety of practical applications, including medicine, catalysis, and advanced optical and electronic materials. In spite of this potential, the derivatization chemistry of the CB11- cluster is much less well developed than analogous organic molecules; many possible new reactions of the CB11- cluster remain undiscovered. We have recently prepared the first examples of CB11- clusters bearing carboxylic acid (COOH) groups on boron vertices by the hydrolysis of boron-cyanated precursors. CB11- clusters featuring one or two COOH groups can be prepared by this method with reliable single-step yields of 60 – 70%. Titration studies reveal that COOH groups located on boron vertices have pKa values higher than 6.4, indicating that they are significantly weaker than typical organic carboxylic acids. The synthesis, characterization, and reactivity studies of these CB11- derivatives will be presented.

Synthesis and reactivity of carboxylated CB11- carborane anions

255th National Meeting (2018)

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