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. 2022 Dec 21;145(1):527–536. doi: 10.1021/jacs.2c10842

Table 2. Catalytic ArF–Alk Results of ArF–I + PhC≡C–SnBu3 Coupling Catalyzed by Complex 1, with Different Fluorinated Aryl Groupsa.

entry ArFI catalyst ArFI ArFAlk ArFH
1b 3,5-C6F3Cl2I 1 (10%) 0 >99 0
2c 4-FC6H4I 1 (10%) 0 98d 0
3 2-FC6H4I 1 (10%) 11 82 7
4 2,6-F2C6H3I 1 (10%) 70 30 0
5e 2,6-F2C6H3I 1 (10%) 10 70 10f
6 C6F5I 1 (10%) 4 70 26
7g C6F5I 1 (2%) 3 70 27
a

Reaction conditions as in entry 9 of Table 1.

b

Entry 9 of Table 1.

c

Entry 12 of Table 1.

d

2% ArFSnBu3.

e

12 h at 100 °C.

f

Plus others (10%).

g

24 h, 90 °C, 1,4-dioxane.