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Free three-dimensional carborane carbanions.

ABSTRACT: Carbon atom functionalization via generation of carbanions is the cornerstone of carborane chemistry. In this work, we report the synthesis and structural characterization of free ortho-carboranyl [C₂B₁₀H₁₁]^-, a three-dimensional inorganic analog of the elusive phenyl anion that features a "naked" carbanion center. The first example of a stable, discrete C(H)-deprotonated carborane anion was isolated as a completely separated ion pair with a crown ether-encapsulated potassium cation. An analogous approach led to the isolation and structural characterization of a doubly deprotonated 1,1'-bis(o-carborane) anion [C₂B₁₀H₁₀]₂ ^2-, which is the first example of a discrete molecular dicarbanion. These reactive carbanions are key intermediates in carbon vertex chemistry of carborane clusters.

SUBMITTER: Jayaweera HDAC

PROVIDER: S-EPMC8356735 | biostudies-literature |

REPOSITORIES: biostudies-literature

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