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

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 s...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2015-03, Vol.51 (25), p.5359-5362
Hauptverfasser: Asay, Matthew J, Fisher, Steven P, Lee, Sarah E, Tham, Fook S, Borchardt, Dan, Lavallo, Vincent
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Sprache:eng
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Zusammenfassung: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.
ISSN:1359-7345
1364-548X
DOI:10.1039/c4cc08267b