Table 1 Optimization of the reaction conditions
From: Breaking the ‘rule-of-five’ to access bridged bicyclic heteroaromatic bioisosteres
| ||||||
|---|---|---|---|---|---|---|
Entry | Photocatalyst | ET (kcal mol−1) | E1/2 [M*/M•−] (V) | E1/2 [M•+/M*] (V) | 4 (% yield) | 4a (% yield) |
1 | [Ir(dF[CF3]ppy)2(dtbbpy)]PF6 | 61.8 | +1.21 | –0.89 | 69 (68) | 13 (13) |
2 | [Ir(ppy)2(dtbbpy)]PF6 | 49.2 | +0.66 | –0.96 | 0 | 0 |
3 | fac-[Ir(ppy)3] | 58.1 | +0.31 | –1.73 | 0 | 0 |
4 | fac-[Ir(dFppy)3] | 63.5 | +0.34 | –1.44 | 60 | 13 |
5a | Thioxanthone (10 mol%) | 65.6 | +1.18 | –1.11 | 65 | 10 |
6 | None | – | – | – | 0 | 0 |
7b | [Ir(dF[CF3]ppy)2(dtbbpy)]PF6 | 61.8 | +1.21 | –0.89 | 0 | 0 |
