Abstract
The axial coordination of N-heterocyclic carbene ligands onto dirhodium(II) complexes was examined, together with its role in the intramolecular C-H insertion reactions of alpha-diazoacetamides. The formation of a decarbonylated product occurs by a free-carbene mechanism in which the structures of the catalyst and the acetamide play a decisive role.
Original language | English |
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Pages (from-to) | 3519-3526 |
Number of pages | 8 |
Journal | Synthesis: Stuttgart |
Issue number | 20 |
DOIs | |
Publication status | Published - 16 Oct 2009 |
Externally published | Yes |
Publication type | A1 Journal article-refereed |
Funding
We thank to Fundacao para a Ciencia a Tecnologia (POCI 2010) and FEDER (PTDC/QUI/66695/2006, PTDC/QUI/66015/2006, SFH/BPD/46589/2008 and SFRH/BD/30619/2006) for their financial support, and the Portuguese NMR Network (IST-UTL Center) for providing access to the NMR facility.
Keywords
- carbenoids
- carbene complexes
- catalysis
- diazo compounds
- rhodium
- C-H INSERTION
- CHIRAL LEWIS-ACID
- CAPROLACTAMATE
- AMINATION
- STEREOCONTROL
- CARBOXYLATES
- OXIDATION
- ALDEHYDES
- LACTAMS