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. 2018 Dec 20;3(12):17888–17894. doi: 10.1021/acsomega.8b02619

Table 2. Counteranion Effect on the Catalyst Performance of Catalysts 1 and 2a.

entry catalyst cocatalyst solvent conv.b (%) HAc (%) HYd (%)
1 1 AgPF6 acetonitrile 70 45 7
2 1 AgPF6e acetonitrile 71 46 9
3 1 AgNTf2 acetonitrile 65 41 5
4 1 AgOTf acetonitrile 86 45 6
5 1 AgOTff acetonitrile 51 31 2
6 1 AgSbF6 acetonitrile 84 56 8
7 1 AgSbF6 neat >99 58 11
8 1 AgPF6 neat >99 68 3
9 1 AgOTf neat 97 68 4
10 2 AgOTf neat 94 83 3
11 2 AgOTfg neat 95 87 3
12 2 AgSbF6 neat 95 89 <1
13 2 AgSbF6g neat 97 89 <1
a

Reaction conditions: 1 mmol mesitylamine, 1 mmol phenylacetylene, 0.01 mmol (1 mol %) catalyst, 2 mol % AgX, 1 mL solvent, 80 °C, 25 h.

b

Alkyne conversion.

c

Yield in hydroamination product.

d

Yield in hydration product.

e

4 mol % AgX.

f

1 mol % AgX.

g

3 mol % AgX.