Free three-dimensional carborane carbanions |
| |
Authors: | H. D. A. Chathumal Jayaweera Md. Mamdudur Rahman Perry J. Pellechia Mark D. Smith Dmitry V. Peryshkov |
| |
Affiliation: | Department of Chemistry and Biochemistry, University of South Carolina, 631 Sumter St., Columbia South Carolina 29208 USA, |
| |
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]22−, which is the first example of a discrete molecular dicarbanion. These reactive carbanions are key intermediates in carbon vertex chemistry of carborane clusters.Free three-dimensional carborane carbanions, which are inorganic siblings of deprotonated aryls with the “naked” anionic carbon atom are reported. |
| |
Keywords: | |
|
|