Table 1.
Screen of Possible Trace Oxygen Sources, Added in Substoichiometric Quantities
entry | Ta source | additivea | solvent | yield of 2 (%)b |
---|---|---|---|---|
1 | 1 | C6H6 | trace | |
2 | 1 | O2 | C6H6 | 0 |
3 | 1 | O2c | C6H6 | 0 |
4 | 1d | C6H6 | 5 | |
5 | 1d | H2O/O2 | C6H6 | 5 |
6 | 1 | H2O | C6H6 | 20 |
7 | 1 | H2Oc | C6H6 | 0 |
8 | 1 | H2O | C6H6/hexane | 57 |
9 | 1 | Ta2O5 | C6H6 | 36 |
0.2 equiv except Ta2O5.
0.2 mmol of 1, 5 equiv of aniline, 5 mL of solvent, 135 °C, 48 h, N2 atmosphere.
Added after heating.
Partially oxidized.