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Research Article

Chiral Autoamplification Meets Dynamic Chirality Control to Suggest Nonautocatalytic Chemical Model of Prebiotic Chirality Amplification

Table 1

Kinetic resolution of scalemic 1-phenylethanol in the presence of Mn complexes 1-3a.

No.SubstrateInitial ee (%)b, MCatalystConversion (%)bFinal ee (%)bKinetic parameters
, M-1, M-1

1(S)-1-Ph-ethanol8.30.29198.426.034.513.8
2(S)-1-Ph-ethanol13.00.29197.342.635.012.5
3(S)-1-Ph-ethanol15.70.29199.650.034.012.5
4(S)-1-Ph-ethanol8.00.27285.916.966.731.5
5(S)-1-Ph-ethanol11.40.29293.625.162.131.0
6(S)-1-Ph-ethanol19.50.30298.946.858.329.2
7(R)-1-Ph-ethanol19.30.32c197.949.933.014.0
8(R)-1-Ph-ethanol19.50.31c297.545.360.531.5
9(S)-1-Ph-ethanol12.80.29369.512.6
10(R)-Methyl mandelate17.40.20 c126.317.5
11(R)-Butyl mandelate14.60.22 c152.814.9
12(S)-1-Ph-ethanol45.50.36195.781.232.513.7

aFor reaction conditions, see SI. bDetermined by chiral HPLC. cInitial concentration of (R)-enantiomer.