This work was supported by the ETH Zürich. F.B. thanks Prof. H. Grützmacher for valuable discussions and generous support.
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Communication
A Monomeric Organolithium Compound Containing a Free Pyramidal Carbanion in Solution and in the Solid State†
Article first published online: 28 APR 2004
DOI: 10.1002/anie.200353308
Copyright © 2004 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Breher, F., Grunenberg, J., Lawrence, S. C., Mountford, P. and Rüegger, H. (2004), A Monomeric Organolithium Compound Containing a Free Pyramidal Carbanion in Solution and in the Solid State. Angew. Chem. Int. Ed., 43: 2521–2524. doi: 10.1002/anie.200353308
- †
Publication History
- Issue published online: 28 APR 2004
- Article first published online: 28 APR 2004
- Manuscript Received: 12 NOV 2003
Keywords:
- cage compounds;
- carbanions;
- lithium;
- N ligands;
- zwitterions
A suitable bridle, created by intramolecular chelation of the Li cation, and lack of π delocalization, yielded the first monomeric lithium organyl compound containing an unassociated tetrahedral carbanionic center (see picture). The zwitterionic structure found in the solid state is preserved in solution. Only weak electrostatic Li+⋅⋅⋅C− interactions are apparent; there is no Li–C contact and therefore no “classical” aggregation.