Issue 25, 2015

Synthesis of unsymmetrical N-carboranyl NHCs: directing effect of the carborane anion

Abstract

The syntheses of unsymmetrical N-heterocyclic carbenes (NHCs) that contain a single N-bound icosahedral carborane anion substituent are reported. Both anionic C-2 and doubly deprotonated dianionic C-2/C-5 NHC lithium complexes are isolated. The latter species is formed selectively, which reveals a surprising directing effect conveyed by icosahedral carborane anion substituents.

Graphical abstract: Synthesis of unsymmetrical N-carboranyl NHCs: directing effect of the carborane anion

Supplementary files

Article information

Article type
Communication
Submitted
19 Oct 2014
Accepted
07 Nov 2014
First published
07 Nov 2014

Chem. Commun., 2015,51, 5359-5362

Author version available

Synthesis of unsymmetrical N-carboranyl NHCs: directing effect of the carborane anion

M. J. Asay, S. P. Fisher, S. E. Lee, F. S. Tham, D. Borchardt and V. Lavallo, Chem. Commun., 2015, 51, 5359 DOI: 10.1039/C4CC08267B

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