Table 1. Reaction condition screening a .
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Entry | Metal (mol%) | Solvent | Temp. (°C) | Yield b (%) |
1 | Cu(OTf)2/10 | THF | 80 | Trace |
2 | CuBr/10 | THF | 80 | Trace |
3 | Pd(TFA)2/10 | THF | 80 | Trace |
4 | NiCl2/10 | THF | 80 | Trace |
5 | FeSO4·7H2O (10) | THF | 80 | Trace |
6 | Fe(OAc)2 (10) | THF | 80 | Trace |
7 | Fe(acac)3 (10) | THF | 80 | Trace |
8 | Fe(OTf)3 (10) | THF | 80 | 85 |
9 | Fe(OTf)3 (10) | THF | rt | 46 |
10 | Fe(OTf)3 (10) | THF | 40 | 56 |
11 | Fe(OTf)3 (10) | THF | 60 | 69 |
12 | Fe(OTf)3 (10) | PhCH3 | 80 | 6 |
13 | Fe(OTf)3 (10) | CH3CN | 80 | — |
14 | Fe(OTf)3 (10) | DMF | 80 | 21 |
15 | Fe(OTf)3 (10) | DME | 80 | 70 |
16 | Fe(OTf)3 (10) | Dioxane | 80 | 80 |
17 | Fe(OTf)3 (5) | Dioxane | 80 | 90 (85) c |
18 | Fe(OTf)3 (100) | Dioxane | 80 | 36 |
19 | Fe(OTf)2(5) | Dioxane | 80 | 65 c |
20 | HOTf (15) | Dioxane | 80 | 34 |
21 | — | Dioxane | 80 | Trace |
22 d | White LED light | Dioxane | rt | Trace |
aReactions were conducted with styrene (0.5 mmol), 2 (1.0 mmol), catalyst and solvent (2 mL) at 80 °C for 12 h.
bYield of product detected using GC.
cYield of isolated product.
d5 mol% of RuCl3(bpy)3 6H2O as photocatalyst.