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Keywords:

  • boron;
  • cage compounds;
  • carboranes;
  • deprotonation;
  • pi interactions

Abstract

Several monoanions of 13-vertex carboranes were prepared in high yields from the reactions of C,C′-linked 13-vertex carboranes with tBuOK or NaH in dry THF at room temperature. These monoanions were characterized by various spectroscopic methods, elemental analysis, and single-crystal X-ray diffraction. The results showed substantial double-bond character between the cage-carbon atom and the exo vicinal carbon atom, thus leading to charge delocalization into the cage. As a result, the atom[BOND]atom distances within the cage were elongated, with one broken C[BOND]B bond. However, the cage geometry of the monoanions remained very similar to that of their corresponding neutral 13-vertex closo-carboranes. These monoanions represent the first examples of 13-vertex carboranes with exo-π bonding to hypercarbon atoms.

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Featured Compounds

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Compound 9
Molecular Weight:196.109
Molecular Formula:C5H17B11
InChIKey:GHMRWEKJOSOOTR-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound

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