Optimization of reaction conditionsa.
| ||||
|---|---|---|---|---|
| Entry | fac-[Ir(ppy)3]/mol% | tBuPyrene/mol% | Time/h | Yield (conv.)b/% |
| 1 | 1 | 5 | 16 | 79 (96) |
| 2 | 1 | 10 | 7 | 79 (97) |
| 3c | 1 | 10 | 7 | 53 (67) |
| 4 | 1 | — | 7 | 2 (2) |
| 5 | — | 10 | 7 | 0 (0) |
| 6d | 1 | 10 | 7 | 0 (0) |
a
Reaction conditions: 30 mM substrate 1 in 3 mL de-aerated DMF. Sample irradiated in a quartz cuvette under an Argon atmosphere at room temperature.
b
Yields and conversions (in parentheses) were determined by quantitative 19F-NMR analysis using 4-fluorotoluene as internal standard.
c
DIPEA (5 eq.) instead of DMA used as sacrificial electron donor.
d
Sample not irradiated.