Table 1.
Entry | PC 1 | Solv. | Ratio 1a:3a |
---|---|---|---|
1 2 | – | DMSO | 100:0 |
2 2,3 | – | DMSO | 95:5 |
3 | – | DMSO | 90:10 |
4 | Ru(phen)3(PF6)2 (1%) | DMSO | 68:32 |
5 | 4CzIPN (2%) | DMSO | 33:67 |
6 | 3DPA2FBN (2%) | DMSO | 28:72 |
7 | Ir(ppy)2dtbbpy PF6 (0.5%) | DMSO | 29:71 |
8 | Ir(ppy)3 (0.3%) | DMSO | 15:85 (84) 4 |
9 | Ir(ppy)3 (0.3%), 1.1 equiv of NEt3 | DMSO | 61:39 |
10 | Ir(ppy)3 (0.3%) | DMF | 35:65 |
11 | Ir(ppy)3 (0.3%) | MeCN | 57:43 |
12 | Ir(ppy)3 (0.3%) | CH2Cl2 | 85:15 |
1 Abbreviations: 4CzIPN, 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene; 3DPA2FBN, 2,4,6-tris(diphenylamino)-3,5-difluorobenzonitrile. 2 In the dark. 3 At 50 °C for 60 h. 4 Isolated yield.