Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 52, Pages 19007-19013Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201910568
Keywords
boron clusters; carbanions; carboranes; lithiates; zincates
Categories
Funding
- Natural Science Foundation of China [21871231, 21702182, 21873081]
- National Basic Research Program of China [2015CB856500]
- Special Funds for Basic Scientific Research of Zhejiang University
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The lithiacarborane [Li-CB11H11](-) plays a central role in carborane chemistry, as it is a key intermediate to achieve the selective functionalization of the monocarba-closo-dodecaborate [CB11H12](-) for applications in various fields. Also, it is an organometallic species of fundamental interest because it represents a 3D analogue of phenyllithium featuring an exo C-Li bond in addition to the delocalized negative endo charge of the spherical cluster. For the first time, the elusive and highly reactive endo/exo formal dianion [CB11H11](2-) has been isolated as its lithiate as well as zincate in pure form and fully characterized. DFT calculations corroborate the experimental findings and underscore the remarkably high reactivity of the lithiacarborane. Subsequent derivatizations demonstrate the relevance of its initial clean formation.
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