Table 1.
Reduction of 2‐methylcyclohexenone (R)‐2‐methycyclohexanone by TsOYE in NAD(P)H‐free, light‐driven biocatalytic platform employing different molecular photosensitizers.
Photosensitizer (PS) | TOF[a] [h−1] | Yield[b] [%] | TTNPS [b] | TTNOYE [b] | ee [b] [%] |
---|---|---|---|---|---|
Eosin Y | 118 | 66.5 | 106 | 295 | >99 (R) |
Erythrosine B | 100 | 73.9 | 118 | 328 | >99 (R) |
Phloxine B | 78 | 45.5 | 73 | 202 | >99 (R) |
Rose Bengal | 52 | 53.1 | 85 | 235 | >99 (R) |
Fluorescein | 4.6 | 9.7 | 15 | 43 | >99 (R) |
Rhodamine B | 0 | 1.1 | 1.8 | 5 | >99 (R) |
Rhodamine 6G | 2.4 | 1.1 | 1.7 | 4.9 | >99 (R) |
FMN | 4.8 | 4.1 | 6.5 | 18 | >99 (R) |
[a] Turnover frequency of photosensitizers determined after 30 min. [b] Determined by GC analysis after 180 min reaction. ee: enantiomeric excess; reaction conditions: 50 μm [PS], 18 μm [TsOYE], 10 mm CaCl2, 8 mm 2‐methylcyclohexenone in a 200 mm TEOA buffer, pH 7.5.