Table 7.
ATH of acetophenone performed in ionic liquids.
Entry | Ligand | Solution | S/C [a]; Time; Temp.; Conversion (%) |
% ee (config.) [b] | Ref. [c] |
---|---|---|---|---|---|
1 | (R,R)-23 [d] | HCOOH/Et3N/[C4C1C1Im]PF6 [e] | 200; 24 h; 35 °C; > 99 | > 99 | [132] |
2 | (S,S)-24 [f] | HCOOH/Et3N/[bmim][PF6] [g] | 100; 24 h; r.t.; 98 | 92 (S) | [72] |
3 | (R,R)-5a [h] | HCOOH/Et3N/[bmim][PF6] [g] | 100; 8 h; 40 °C; 100 | 97 (R) | [99] |
[a] Molar ratio substrate/catalyst; [b] See corresponding references for details on determination of ee and product configuration; [c] Reference containing data for a given entry; [d] The catalyst was formed in situ from (R,R)-TsDPEN and the corresponding ligand; [e] 1-butyl-2,3-dimethylimidazolium hexafluoro-phosphate; [f] The catalyst was formed in situ from the [RuCl2(η6-benzene)]2 dimer and (S,S)-24; [g] [bmim][PF6] = 1-butyl-3-methylimidazolium hexafluorophosphate; [h] The catalyst was formed in situ from the [RuCl2(η6-p-cymene)]2 dimer and (R,R)-5a.