Table 1 . Initial experiments and optimization

From: Cobalt catalyst with exclusive metal-centered chirality for asymmetric photocatalysis

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entry

catalyst (mol%)

conditionsa

T/[°C]

yieldb

ee (%)c

1

Δ-CoCat1 (3)

light

r.t.

90

0

2

Δ-CoCat1 (3)

no light

r.t.

trace

-

3

Δ-CoCat1 (3)

light

−30

9

2 (R)

4

Δ-CoCat2 (3)

light

−30

23

42 (R)

5

Δ-CoCat3 (3)

light

−30

93

64 (R)

6

Δ-CoCat3 (3)

light

−45

82

82 (R)

7

Δ-CoCat3 (3)

light

−50

58

83 (R)

8

Δ-CoCat3 (3)

light, NaBArFd

−50

96

80 (R)

9

Δ-CoCat3 (6)

light, NaBArFd

−60

78

91 (R)

10

Λ-CoCat3 (3)e

light

−50

91

80 (S)

  1. aStandard condition: Substrate 1 (0.04 mmol) in CH2Cl2 (0.1 M) with cobalt catalyst (3-6 mol%) was stirred at the indicated temperature under nitrogen and irradiation with blue LEDs (24 W) for 24 h. Deviations from these standard conditions are shown. bDetermined by 1H NMR using 1,3,5-trimethoxybenzene as internal standard. cDetermined with the purified products by HPLC on chiral stationary phase. The absolute configurtation is provided in brackets. dNaBArF, 0.004 mmol (0.1 equiv.). eThe Λ-catalyst was synthesized with three BArF counterions.