Table 1.
Relative rates of halogenations of 9-tert-butyl-1,2,3,4-tetrahalotriptycene39)
| 33 | Reagent | Relative reactivities | |
|---|---|---|---|
| X | ±sc | ap | |
| Cl | SO2Cl2 | 0.95 ± 0.05 | 0.60 ± 0.03 |
| Cl | Cl2 | 0.84 ± 0.02 | 0.83 ± 0.05 |
| Cl | Br2 | 2.78 ± 0.3 | 0.89 ± 0.04 |
| Cl | Br2-NBS | 1.16 ± 0.08 | 0.82 ± 0.04 |
| Br | Br2-NBS | 4.1 ± 0.8 | 0.8 ± 0.2 |