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.
| Original language | English |
|---|---|
| Pages (from-to) | 3065-3072 |
| Number of pages | 8 |
| Journal | Chemistry - A European Journal |
| Volume | 22 |
| Issue number | 9 |
| Early online date | 25 Jan 2016 |
| DOIs | |
| Publication status | Published - 24 Feb 2016 |
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
Profiles
-
Vasily Oganesyan
- School of Chemistry, Pharmacy and Pharmacology - Reader in Computational Chemistry
- Centre for Molecular and Structural Biochemistry - Member
- Centre for Photonics and Quantum Science - Member
- Chemistry of Life Processes - Member
- Chemistry of Light and Energy - Member
Person: Research Group Member, Research Centre Member, Academic, Teaching & Research
-
Chris Richards
- School of Chemistry, Pharmacy and Pharmacology - Reader in Organic Chemistry
- Chemistry of Materials and Catalysis - Member
Person: Research Group Member, Academic, Teaching & Research