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. Author manuscript; available in PMC: 2019 Aug 18.
Published in final edited form as: Nat Catal. 2019 Feb 18;2(4):266–373. doi: 10.1038/s41929-019-0231-9

Table 2. Scope of arenes for the photoelectrocatalytic arene C-H amination.a.

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3, 10 h, 77% o:p = 6:1
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4b, 10 h, 65% o:p = 7:1
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5, 10 h, 56% o:p = 4:1
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6c, 15 h, 66 % o:p = 5:1
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7c, 15 h, 86 % o:p = 4:1
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8b, 10 h, 71% o:p = 3:1
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9b,c, 15 h, 50%
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10c, 8 h, 77%
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11c,d, 10% (10 h)
37% (24 h), 45% (36 h)
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12b,c, 24 h, 54%
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13, 10 h, 56%
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14b, 10 h, 51%
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15c, 15 h, 52%
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16c, 24 h, 48% P1:P2 =2:1
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17c, 24 h, 89% P1:P2 =3:1
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18c, 10 h, 82% P1:P2 =2:1
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19b,c, 24 h, 50%
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20c,10 h, 78% P1:P2 = 3:1
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21, 10 h, 62%
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22, 10 h, 60%
[a]

Reaction conditions: Substrate (0.2 mmol) in HFIP/MeOH (4:1, 3 mL) at ambient temperature. Isolated yields.

[b]

Applied potential: E = 0.83 V vs Fc/Fc+

[c]

Azoles (0.6 mmol, 3 equiv.) was added.

[d]

Applied potential: E = 1.03 V vs Fc/Fc+. HFIP/H2O (9:1, 3 mL) was used.