Table 4. Visible-light-induced oxidation of sulfides into sulfoxide with O2 on TiO2 with TEA as redox mediator a .
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Entry | Substrate | Product | T (h) | Conv. b (mol%) | Select. b (mol%) |
1 c | 22 | 81 | 93 | ||
2 | 10 | 84 | 92 | ||
3 | 10 | 85 | 93 | ||
4 | 10 | 82 | 95 | ||
5 | 10 | 81 | 98 | ||
6 | 10 | 76 | 95 | ||
7 | 12 | 81 | 88 | ||
8 | 12 | 84 | 86 | ||
9 | 12 | 86 | 85 | ||
10 | 12 | 33 | 92 | ||
11 d | 12 | 62 | 79 | ||
12 | 12 | 77 | 88 | ||
13 | 12 | 50 | 80 |
aReaction conditions: 0.3 mmol of sulfide, 0.03 mmol of TEA, 40 mg of Degussa P25 TiO2, 300 W Xe lamp, 5 mL of CH3OH, λ > 400 nm, 0.1 MPa of O2.
bDetermined by GC-FID using chlorobenzene as the internal standard, conversion of sulfide, selectivity of the corresponding sulfoxide.
c0.6 mmol of thioanisole, 0.015 mmol of TEA.
d0.1 mmol of TEA.