Table 3.
The AuCl3-catalyzed bromination of tetraphenylene (1).
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Entry | NBS (equiv) | T (°C) | t (h) | Yielda (%) |
1 | 1.0 | 80 | 12 | 64 |
2 | 1.0 | 50 | 12 | 54 |
3 | 1.0 | 100 | 12 | 64 |
4 | 1.5 | 80 | 12 | 86 |
5 | 1.5 | 80 | 24 | 98 (95)b |
aThe yields were determined by 1H NMR analysis of the crude products using CH2Br2 as the internal standard. bIsolated yields based on tetraphenylene (1).