Enantiopure Ferrocene‐Based Planar‐Chiral Iridacycles: Stereospecific Control of Iridium‐Centred Chirality |
| |
| Authors: | Ross A. Arthurs Dr. Muhammad Ismail Christopher C. Prior Dr. Vasily S. Oganesyan Dr. Peter N. Horton Dr. Simon J. Coles Dr. Christopher J. Richards |
| |
| Affiliation: | 1. School of Chemistry, University of East Anglia, Norwich, UK;2. Department of Chemistry, Karakoram International University, Gilgit-, Pakistan;3. EPSRC National Crystallography Service, School of Chemistry, University of Southampton, Southampton, UK |
| |
| Abstract: | Reaction of [IrCp*Cl2]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 Sp*,RIr*. 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 Sc,Sp,RIr. 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. |
| |
| Keywords: | chirality enantioselectivity ferrocene iridacycle stereoselectivity |
|
|
