Intramolecular Hydroamination of Aminoalkenes using Rhodium(i) and Iridium(i) Complexes with N,N- and P,N-Donor Ligands
Thi O. Nguyen A , Bradley Y.-W. Man A , Richard Hodgson A and Barbara A. Messerle A B
+ Author Affiliations
- Author Affiliations
A School of Chemistry, University of New South Wales, Sydney, NSW 2052, Australia.
B Corresponding author. Email: b.messerle@unsw.edu.au
Barbara Messerle is Professor and Head of School of Chemistry at the University of New South Wales and leads a research group working on organometallics and catalysis. She was awarded her Ph.D. in NMR method development from the University of Sydney in 1987, and after a postdoctoral position at the ETH, Switzerland, held an ARC QEII Fellowship followed by an ARC Senior Fellowship. She was appointed as an academic at the University of New South Wales in 2002. Her research group focusses on the development of new catalysts for promoting the formation of carbon-heteronuclear bonds, and the development of new methodologies for promoting cascade reactions. She has been awarded the Organometallic Medal of the Royal Australian Chemical Institute (RACI) and the Presidents Award of the NSW Division of the RACI. |
Australian Journal of Chemistry 64(6) 741-746 https://doi.org/10.1071/CH11065
Submitted: 9 February 2011 Accepted: 2 March 2011 Published: 27 June 2011
Abstract
Cationic rhodium(i) and iridium(i) complexes containing the bidentate heterocyclic N,N-donor ligand bis(1-pyrazolyl)methane (bpm) and the counterion tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (BArF–) were found to be efficient catalysts for the cyclization of activated and unactivated aminoalkenes. The rates of cyclization were found to be highly dependent upon the size and steric bulk of the substituents at the γ-position of the aminoalkene, with large steric bulk leading to faster rates of cyclization. In comparison, analogous rhodium(i) and iridium(i) complexes with the mixed P,N-donor ligand 1-[2-(diphenylphosphino)ethyl]pyrazole (PyP) were found to be less effective as catalysts for this reaction.
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