Issue 25, 2022

Cesium carbonate mediated C–H functionalization of perhalogenated 12-vertex carborane anions

Abstract

C–H functionalization of undecahalogenated carborane anions, [HCB11X11] (X = Cl, Br, I), is performed with Cs2CO3 in acetonitrile. We show that the requisite Cl, Br and I carborane dianions can all be efficiently accessed with Cs2CO3. The utilization of Cs2CO3 eliminates the complications associated with competing E2 elimination reactions providing an efficient, more functional group tolerant, and broader scope than previously reported. The ensuing functionalized cages provide potential synthons for constructing advanced materials and other molecular architectures for various applications.

Graphical abstract: Cesium carbonate mediated C–H functionalization of perhalogenated 12-vertex carborane anions

Associated articles

Supplementary files

Article information

Article type
Communication
Submitted
10 1 2022
Accepted
03 3 2022
First published
07 3 2022

Chem. Commun., 2022,58, 4060-4062

Author version available

Cesium carbonate mediated C–H functionalization of perhalogenated 12-vertex carborane anions

S. O. Lovera, A. L. Bagsdasarian, J. Guo, H. M. Nelson and V. Lavallo, Chem. Commun., 2022, 58, 4060 DOI: 10.1039/D2CC00173J

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