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. 2015 Apr 27;11:568–575. doi: 10.3762/bjoc.11.62

Table 1.

Photocatalytic nucleophilic addition of alcohols to 1 and 6a.

nucleophile substrate 1 substrate 6
yields (%)b of 5 after 12 h irradiation yields (%)b of 5 after 24 h irradiation yields (%)b of 7 after 42 h irradiation

methanol 69 100 32
ethanol 75 100 21
propanol 64 100 24
butanol 66 100 21
isopropanol 63 100 19
tert-butanol 78 98 19
benzyl alcohol 52 84 8c
phenol n.d. 0 0

aReaction conditions: 1 or 6 (25 mM), Ph–SH (12.5 mM), PDI (0.5 mM), in CH2Cl2/alcohol 3:1 (4 mL), argon atmosphere, 30 °C, 250 mW LED, λ = 530 nm, 1, 6 and products identified and quantified by GC–MS. bAveraged yield from at least two independent reactions. As no byproducts have been detected conversion matches yield. cConversion = 24%.