Chemistry Reference
In-Depth Information
Alcohol type
Catalyst
Solvent
Oxidant
Product
Ref.
Primary
Cu(
I
) salt, bpy, TEMPO, NMI
CH
3
CN
Air
Aldehyde
2
Primary
Ru
Toluene-H
2
O
O
2
Carboxylic acid
8
Secondary
Pd(
II
) salt, TEA
THF-toluene
O
2
Ketone
6,7
Propargyl
VO(acac)
2
CH
3
CN
O
2
Ketone
12
Table 10.2
Selected homogeneous catalyzed oxidation of benzyl alcohol to benzaldehyde.
Conversion (%)
(selectivity, %)
Catalyst
Oxidant
T (1C)
Time (h)
Solvent
Ref.
[Cu(MeCN)
4
]X
a
(5 mol%)
bpy (5 mol%)
TEMPO (5 mol%)
NMI (10 mol%)
Air
25
3
CH
3
CN
495 (
o
99)
2
CuBr
2
(bpy) (5 mol%)
TEMPO (5 mol%)
tBuOK (5 mol%)
Air
25
2.5
CH
3
CN-H
2
O (2:1)
100 (499)
37
RuCl
2
(PPh
3
)
3
(0.5 mol%)
TEMPO (1.5 mol%)
O
2
-N
2
(8:92 v/v) 10 bar
100
2.5
PhCl
99 (499)
38
Pd(OAc)
2
(3 mol%)
TEA (6 mol%)
3ÅMS
O
2
25
12
THF-toluene
84 (499)
6a
(HQ)
2
V
V
(O)(OiPr) (2 mol%)
b
NEt
3
(10 mol%)
Air
60
24
DCE
92 (499)
39
a
X
¼
PF
4
or other anions.
b
HQ
¼
8-quinolinate.
Search WWH ::
Custom Search