Table 2.
Impact of Additives on the Arylation of Toluenea
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|---|---|---|---|---|
| entry | base | additives | equiv | yield (%)b |
| 1 | KN(SiMe3)2 | – | – | 93 |
| 2 | KN(SiMe3)2 | 18-crown-6 | 1.5 | 64 |
| 3 | KN(SiMe3)2 | 18-crown-6 | 3.0 | 20 |
| 4 | KN(SiMe3)2 | 15-crown-5 | 1.5 | 35 |
| 5 | KN(SiMe3)2 | 15-crown-5 | 3.0 | 10 |
Reaction conducted on a 0.1 mmol scale
Yield determined by 1H NMR spectroscopy of the crude reaction mixture.
