Table 1.
Selected examples for sulfide oxidation with H2O2.
|
Entry |
Type of sulfide |
Catalyst |
Oxidant |
Solvent |
Reaction conditions |
Scope and yield |
Ref. |
||
|---|---|---|---|---|---|---|---|---|---|
|
|
Ar−S−Ar |
Ar−S‐alkyl |
alkyl‐S‐alkyl |
|
|
|
|
|
|
|
1 |
yes |
yes |
yes |
NbC (4 mol%) |
H2O2 (30 % aq) (4.5 equiv.) |
EtOH |
60 °C |
9 examples 90–99 % |
[15a] |
|
2 |
yes |
yes |
yes |
MnSO4 ⋅ H2O (1 mol%) |
H2O2 (30 % aq) (2.0–5.0 equiv.) |
MeCN (but also DMF) |
NaHCO3 buffer (0.2 m), RT, 0.25–24 h |
15 examples 80–100 % |
[15b] |
|
3 |
yes |
yes |
no |
TiO2‐400 (1.25 mol%) |
H2O2 (35 % aq) (3.0 equiv.) |
MeCN |
40–80 °C, 3 h |
5 examples 80–99 % |
[15c] |
|
4 |
yes |
yes |
yes |
Fe3O4@BNPs@SiO2−SO3H (0.1 g mmol−1) |
H2O2 (30 % aq) (4.0 equiv.) |
EtOH |
50 °C, 10–45 min |
14 examples 90–98 % |
[15d] |
|
5 |
yes |
yes |
yes |
[MoO2(O2)(L)2]2−‐MR (0.1 mol%) |
H2O2 (50 % aq) (4.0 equiv.) |
MeCN |
RT: 100–410 min 78 °C: 35–170 min |
12 examples >90 %, TON[a]≈970, TOF:[b] 140–582 h−1 (RT), 345–1680 (78 °C) |
[15e] |
|
6 |
no |
yes |
yes |
(C19H42N)2[MoO(O2)2(C2O4)] ⋅ H2O (2.5 mol%) |
H2O2 (40 % aq) (3.0 equiv.) |
H2O |
RT, 1 min–8 h |
18 examples 80–98 % |
[15 f] |
|
7 |
yes |
yes |
yes |
[PO4{WO(O2)2}4]@PIILP (0.5 mol%) |
H2O2 (35 % aq) (5.0 equiv.) |
MeCN |
45 °C, 15 min |
7 examples 35–100 %, TOF: 280–800 h‐1 |
[15 g] |
|
8 |
no |
yes |
yes |
PDDA‐SiV2W10*[c] (25 mg mmol−1) |
H2O2 (30 % aq) (5.0 equiv.) |
H2O |
25 °C, 2–8 h |
7 examples 99 % |
[15 h] |
|
9 |
yes |
yes |
yes |
Amberlyst 15 56 mg mmol−1 sulfide |
H2O2 (50 % aq) (3.5 equiv.) |
AcOH |
50 °C, 40–90 min |
6 examples >99 % |
[15i] |
|
10 |
yes |
yes |
yes |
BNPs−SiO2@(CH2)3NHSO3H (70 mol%) |
H2O2 (30 % aq) (2.0 equiv.) |
EtOH |
50 °C, 10–45 min |
18 examples 94–98 %, TON≈13–14 |
[15j] |
|
11 |
yes |
yes |
yes |
Borax (10 mol%) |
H2O2 (35 % aq) (3.0 equiv.) |
MeOH |
pH=10–11, RT, 2.5–24 h |
13 examples 10–95 % |
[15k] |
|
12 |
yes |
yes |
yes |
PhenHTB (20–30 mol%) |
H2O2 (30 % aq) (2.0 equiv.) |
MeCN−H2O |
RT, 25–95 min |
10 examples 70–88 % |
[15 l] |
[a] TON=turnover number. [b] TOF=turnover frequency. [c] PDDA=poly(diallyldimethylammonium chloride).