Chiral NHC-Iridium Complexes and Their Performance in Enantioselective Intramolecular Hydroamination and Ring-Opening Amination Reactions
| Autor: | Reto Dorta, Brian W. Skelton, Gellért Sipos, Alexandre N. Sobolev, Daven Foster, Pengchao Gao |
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| Rok vydání: | 2020 |
| Předmět: |
Diene
010405 organic chemistry Organic Chemistry Enantioselective synthesis 010402 general chemistry 01 natural sciences Medicinal chemistry 0104 chemical sciences Stereocenter Inorganic Chemistry chemistry.chemical_compound chemistry Axial chirality Hydroamination Physical and Theoretical Chemistry Carbene Amination Cyclooctadiene |
| Zdroj: | Organometallics. 39:556-573 |
| ISSN: | 1520-6041 0276-7333 |
| DOI: | 10.1021/acs.organomet.9b00770 |
| Popis: | A series of chiral N-heterocyclic carbene (NHC)-iridium complexes of general formula [(NHC*)Ir(diene)Cl] bearing TFB (tetrafluorobenzobarrelene), TCB (tetrachlorobenzobarrelene), BB (benzobarrelene), and COD (cyclooctadiene) as diene ligands were synthesized and fully characterized. Chiral NHC ligands used were of the type previously reported from our group, with backbone stereocenters as well as axial chirality present. The cationic NHC-iridium complexes [(NHC*)Ir(diene)][PF6] were obtained via chloride abstraction from [(NHC*)Ir(diene)Cl] with AgPF6. X-ray crystallographic data for some of the neutral and cationic complexes were obtained and analyzed. The topographic steric bulk of the chiral NHC ligands was calculated using the SambVca 2.0 program. While attempting to get a single crystal of the unstable (Ra,Ra,S,S)-[(DiPh-2-SICyoctNap)Ir(BB)][PF6] complex, a decomposition product with an unexpected pincer-type NHC*-diene ligand was obtained. The series of chiral cationic NHC-iridium complexes were eit... |
| Databáze: | OpenAIRE |
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