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

Authors :
Steven P. Fisher
Sarah E. Lee
Dan Borchardt
Fook S. Tham
Vincent Lavallo
Matthew Asay
Source :
Chemical Communications. 51:5359-5362
Publication Year :
2015
Publisher :
Royal Society of Chemistry (RSC), 2015.

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.

Details

ISSN :
1364548X and 13597345
Volume :
51
Database :
OpenAIRE
Journal :
Chemical Communications
Accession number :
edsair.doi.dedup.....edd0d32a1847d6911a2900273e5a0e35
Full Text :
https://doi.org/10.1039/c4cc08267b