Chiral N-Heterocyclic Carbene Gold Complexes: Synthesis, Properties, and Application in Asymmetric Catalysis
| Autor: | Céline Besnard, E. Peter Kündig, Andrea K. Buzas, Dipshikha Banerjee |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2012 |
| Předmět: |
010405 organic chemistry
Chemistry Stereochemistry Organic Chemistry Enantioselective synthesis 010402 general chemistry 01 natural sciences Chloride Medicinal chemistry 0104 chemical sciences Inorganic Chemistry chemistry.chemical_compound ddc:540 medicine Physical and Theoretical Chemistry Carbene medicine.drug |
| Zdroj: | Organometallics, Vol. 31, No 23 (2012) pp. 8348-8354 Organometallics |
| ISSN: | 0276-7333 |
| Popis: | Nine new N-heterocyclic carbene gold chloride complexes (10–18) were synthesized starting from bulky chiral imidazolium salts (1–9) developed in this laboratory. Full characterization of all complexes, including the X-ray structures of gold(I)(1,3-bis((S)-1-(2-methoxyphenyl)-2,2-dimethylpropyl)-1H-imidazol-2(3H)-ylidene) chloride (13) and gold(I)(1,3-bis((S)-2,2-dimethyl-1-(naphthalen-1-yl)propyl)-1H-imidazol-2(3H)-ylidene) chloride (16), is reported. The complexes 10–18 were applied in the methoxycyclization of 1,6-enynes using AgNTf2 as an additive. Synthesis of the N-heterocyclic carbene gold triflimidate (19) was achieved by treating complex 12 with AgNTf2. The complex gold(I)(1,3-bis((R)-1-(2-methoxyphenyl)-2,2-dimethylpropyl)imidazolidin-2-ylidene)(1,1,1-trifluoro-N-(trifluoromethylsulfonyl)methylsulfonamido) (19) was isolated and spectroscopically and structurally (X-ray) characterized. |
| Databáze: | OpenAIRE |
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