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. 2023 Aug 24;14(38):10446–10457. doi: 10.1039/d3sc03201a

Screening of reaction conditionsa.

graphic file with name d3sc03201a-u1.jpg
Entry Mediator Solvent T (°C) Yieldc (%)
1 MnCl2 CHCl3 : EtOH 30 56(37), NDe
2 MnCl2 CHCl3 : EtOH 60 51(40)
3 MnCl2 CHCl3 : EtOH 80 52(40)
4 MnBr2 CHCl3 : EtOH 30 54(42)
5 MnI2 CHCl3 : EtOH 30 Trace
6 MnCO3 CHCl3 : EtOH 80 NDd
7 Mn(OTf)2 CHCl3 : EtOH 80 NDd
8 Mn(acac)3 CHCl3 : EtOH 80 NDd
9 Mn(OAc)3 CHCl3 : EtOH 80 NDd
10 FeCl3 CHCl3 : EtOH 80 NDd
11 CoCl2 CHCl3 : EtOH 80 NDd
12 NiCl2 CHCl3 : EtOH 80 NDd
13 CuCl2 CHCl3 : EtOH 80 NDd
14 MnCl2 Toluene 80 Trace
15 MnCl2 Chloroform 80 38(35)
16 MnCl2 Ethanol 80 <5(11)
17 MnCl2 THF 80 42(47)
18 MnCl2 Acetonitrile 80 29(34)
19 MnCl2b CHCl3 : EtOH 30 Trace
a

Reaction conditions: BINAP (0.16 mmol), metal-mediator (3.0 eq.). aMixed-solvent (Vchloroform : VEtOH = 2 : 1, 10 mL), under an O2 atmosphere (1 bar) at corresponding temperature for 5–10 minutes.

b

10 mol%.

c

Isolated yields for helicenes and BINAPOs (in parentheses).

d

ND represents not detected.

e

Ar instead of O2.