Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 16, Issue 22, Pages 6601-6615Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200903465
Keywords
allylic compounds; allylic substitution; asymmetric catalysis; iridium; reaction mechanisms
Categories
Funding
- Fonds der Chemischen Industrie
- Deutsche Forschungsgemeinschaft [SFB 623]
- Studienstiftung des Deutschen Volkes
- Landesgraduiertenforderung
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Mechanistic aspects of allylic substitutions with iridium catalysts derived from phosphoramidites by cyclometalation were investigated. The determination of resting states by P-31 NMR spectroscopy led to the conclusion that the cyclometalation process is reversible. A novel, one-pot procedure for the preparation of (pi-allyl)Ir complexes was developed, and these complexes were characterised by X-ray crystal structure analyses and spectral data. They are fully active catalysts of the allylic substitution reaction. DFT calculations on the allyl complexes, transition states of the allylic substitution and product olefin complexes gave further mechanistic insight.
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