Enantiopure ferrocene-based planar-chiral iridacycles: Stereospecific control of iridium-centred chirality

Arthurs, Ross A., Ismail, Muhammad, Prior, Christopher C., Oganesyan, Vasily S. ORCID: https://orcid.org/0000-0002-8738-1146, Horton, Peter N., Coles, Simon J. and Richards, Christopher J. ORCID: https://orcid.org/0000-0001-7899-4082 (2016) Enantiopure ferrocene-based planar-chiral iridacycles: Stereospecific control of iridium-centred chirality. Chemistry - A European Journal, 22 (9). pp. 3065-3072. ISSN 0947-6539

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Abstract

Reaction of [IrCp*Cl-2](2) with ferrocenylimines (Fc=NAr, Ar=Ph, p-MeOC6H4) results in ferrocene C-H activation and the diastereoselective synthesis of half-sandwich iridacycles of relative configuration S-p*,R-Ir*. Extension to (S)-2-ferrocenyl-4-(1-methylethyl)oxazoline gave highly diastereoselective control over the new elements of planar chirality and metal-based pseudo-tetrahedral chirality, to give both neutral and cationic half-sandwich iridacycles of absolute configuration S-c,S-p,R-Ir. Substitution reactions proceed with retention of configuration, with the planar chirality controlling the metal-centred chirality through an iron-iridium interaction in the coordinatively unsaturated cationic intermediate.

Item Type:	Article
Uncontrolled Keywords:	chirality,enantioselectivity,ferrocene,iridacycle,stereoselectivity,c-h activation,cyclomanganated (eta(6)-arene)tricarbonylchromium complexes,effective core potentials,metal-complexes,transfer hydrogenation,asymmetric catalysis,molecular calculations,reductive amination,fulvene complexes,ligand
Faculty \ School:	Faculty of Science > School of Chemistry (former - to 2024) Faculty of Science
UEA Research Groups:	Faculty of Science > Research Groups > Biophysical Chemistry (former - to 2017) Faculty of Science > Research Groups > Synthetic Chemistry (former - to 2017) Faculty of Science > Research Groups > Chemistry of Materials and Catalysis Faculty of Science > Research Groups > Chemistry of Light and Energy Faculty of Science > Research Groups > Chemistry of Life Processes Faculty of Science > Research Centres > Centre for Molecular and Structural Biochemistry Faculty of Science > Research Groups > Centre for Photonics and Quantum Science
Depositing User:	Pure Connector
Date Deposited:	20 Apr 2016 08:34
Last Modified:	21 Oct 2024 23:42
URI:	https://ueaeprints.uea.ac.uk/id/eprint/58309
DOI:	10.1002/chem.201504458

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