Autor: |
Julien Monot, Louis Fensterbank, Max Malacria, Emmanuel Lacôte, Steven J. Geib, Dennis P. Curran |
Jazyk: |
angličtina |
Rok vydání: |
2010 |
Předmět: |
|
Zdroj: |
Beilstein Journal of Organic Chemistry, Vol 6, Iss 1, Pp 709-712 (2010) |
Druh dokumentu: |
article |
ISSN: |
1860-5397 |
DOI: |
10.3762/bjoc.6.82 |
Popis: |
In situ formation of two cyclic (alkyl) (amino) carbenes (CAACs) followed by addition of BF3•Et2O provided the first two examples of CAAC–BF3 complexes: 1-(2,6-diisopropylphenyl)-3,5,5-trimethyl-3-phenylpyrrolidin-2-ylidene trifluoroborane, and 2-(2,6-diisopropylphenyl)-3,3-dimethyl-2-azaspiro[4.5]decan-1-ylidene trifluoroborane. These CAAC–BF3 complexes are robust compounds that are stable to ambient laboratory conditions and silica gel chromatography. They were characterized by spectroscopy and X-ray crystallography. In contrast, a CAAC complex with borane (BH3) was readily formed in situ according to 1H and 11B NMR analysis, but did not survive the workup conditions. These results set the stage for further studies of the chemistry of CAAC boranes. |
Databáze: |
Directory of Open Access Journals |
Externí odkaz: |
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