4 MNP Catalysis in Ionic Liquids
121
Table 4.3
Miscellaneous reactions involving H
2 catalysed by NPs in ILs without additional additives
Entry
Reaction
NPs
IL
Substrate
Major product
Conv./sel (%)
References
1
Hydrogenation
Ru
BMIm.PF
6
Benzene
Cyclohexane
73/100
[29]
2
Hydrogenation
Ru
BMIm.BF
4
Benzene
Cyclohexane
30/100
[29]
3
Hydrogenation
RuO
2
BMIm.PF
6
Benzene
Cyclohexane
97/100
[30]
4
Hydrogenation
RuO
2
BMIm.BF
4
Benzene
Cyclohexane
3/100
[30]
5
Hydrogenation
Ru
BMIm.NTf
2
Benzene
Cyclohexane
100/100
[31]
6
Hydrogenation
Ru/Pt
BMIm.PF
6
Benzene
1,3-Cyclohexadiene
5/21
[41]
7
Hydrogenation
Rh
BMIm.PF
6
Benzene
Cyclohexane
100/100
[29]
8
Hydrogenation
Ir
BMIm.PF
6
Benzene
Cyclohexane
100/100
[29]
9
Hydrogenation
Ni
BMIm.NTf
2
Benzene
Cyclohexane
15/100
[77]
10
Hydrogenation
Ni
BPy.NTf
2
Benzene
Cyclohexane
18/100
[77]
11
Hydrogenation
Pt
BMIm.PF
6
Benzene
Cyclohexane
46/100
[17]
12
Hydrogenation
Ru
BMIm.NTf
2
Toluene
Methylcyclohexane
85/100
[31]
13
Hydrogenation
Ru
BMIm.NTf
2
o-Xylene
1,2-Dimethylcyclohexane
32/100
[31]
14
Hydrogenation
Rh
BMIm.NTf
2 /BIHB.NTf
2
Toluene
Methylcyclohexane
100/100
[80]
15
Hydrogenation
Rh
BMIm.NTf
2 /bipy
Toluene
Methylcyclohexane
68/100
[80]
16
Hydrogenation
Rh
BMIm.NTf
2 /BIMB.
2
Toluene
Methylcyclohexane
18/100
[80]
17
Hydrogenation
Rh
BMI.BF
4 /poly[NVP-co-VBIM.Cl]
Ethylbenzene
Ethylcyclohexane
100/>99
[81]
18
Hydrogenation
Pd
BMMIm.PF
6
Styrene
Ethylcyclohexane
100/100
[46]
19
Hydrogenation
Ru
BMMIm.TPPM/BMMIm.BF b
4
Quinoline
1,2,3,4-Tetrahydroquinoline
95/98
[82]
20
Hydrogenation
Ni
C
3 CNMMIm.NTf
2
Diphenylacetylene
(Z)-Stilbene
100/90
[83]
21
Hydrogenation
Ni
C
3 CNMMIm.NTf
2
4-Octyne
(Z)-Oct-4-ene
100/82
[83]
22
Hydrogenation
Ni
C
3 CNMMIm.NTf
2
Ethynyl-benzene
Styrene
100/79
[83]
23
Hydrogenation
Pd
C
3 CNMMIm.NTf
2
Diphenylacetylene
(Z)-Stilbene
87/98
[84]
24
Hydrogenation
Pd
C
3 CNMMIm.NTf
2
Ethynyl-benzene
Styrene
97/95
[84]
(continued)
121
Table 4.3
Miscellaneous reactions involving H
2 catalysed by NPs in ILs without additional additives
Entry
Reaction
NPs
IL
Substrate
Major product
Conv./sel (%)
References
1
Hydrogenation
Ru
BMIm.PF
6
Benzene
Cyclohexane
73/100
[29]
2
Hydrogenation
Ru
BMIm.BF
4
Benzene
Cyclohexane
30/100
[29]
3
Hydrogenation
RuO
2
BMIm.PF
6
Benzene
Cyclohexane
97/100
[30]
4
Hydrogenation
RuO
2
BMIm.BF
4
Benzene
Cyclohexane
3/100
[30]
5
Hydrogenation
Ru
BMIm.NTf
2
Benzene
Cyclohexane
100/100
[31]
6
Hydrogenation
Ru/Pt
BMIm.PF
6
Benzene
1,3-Cyclohexadiene
5/21
[41]
7
Hydrogenation
Rh
BMIm.PF
6
Benzene
Cyclohexane
100/100
[29]
8
Hydrogenation
Ir
BMIm.PF
6
Benzene
Cyclohexane
100/100
[29]
9
Hydrogenation
Ni
BMIm.NTf
2
Benzene
Cyclohexane
15/100
[77]
10
Hydrogenation
Ni
BPy.NTf
2
Benzene
Cyclohexane
18/100
[77]
11
Hydrogenation
Pt
BMIm.PF
6
Benzene
Cyclohexane
46/100
[17]
12
Hydrogenation
Ru
BMIm.NTf
2
Toluene
Methylcyclohexane
85/100
[31]
13
Hydrogenation
Ru
BMIm.NTf
2
o-Xylene
1,2-Dimethylcyclohexane
32/100
[31]
14
Hydrogenation
Rh
BMIm.NTf
2 /BIHB.NTf
2
Toluene
Methylcyclohexane
100/100
[80]
15
Hydrogenation
Rh
BMIm.NTf
2 /bipy
Toluene
Methylcyclohexane
68/100
[80]
16
Hydrogenation
Rh
BMIm.NTf
2 /BIMB.
2
Toluene
Methylcyclohexane
18/100
[80]
17
Hydrogenation
Rh
BMI.BF
4 /poly[NVP-co-VBIM.Cl]
Ethylbenzene
Ethylcyclohexane
100/>99
[81]
18
Hydrogenation
Pd
BMMIm.PF
6
Styrene
Ethylcyclohexane
100/100
[46]
19
Hydrogenation
Ru
BMMIm.TPPM/BMMIm.BF b
4
Quinoline
1,2,3,4-Tetrahydroquinoline
95/98
[82]
20
Hydrogenation
Ni
C
3 CNMMIm.NTf
2
Diphenylacetylene
(Z)-Stilbene
100/90
[83]
21
Hydrogenation
Ni
C
3 CNMMIm.NTf
2
4-Octyne
(Z)-Oct-4-ene
100/82
[83]
22
Hydrogenation
Ni
C
3 CNMMIm.NTf
2
Ethynyl-benzene
Styrene
100/79
[83]
23
Hydrogenation
Pd
C
3 CNMMIm.NTf
2
Diphenylacetylene
(Z)-Stilbene
87/98
[84]
24
Hydrogenation
Pd
C
3 CNMMIm.NTf
2
Ethynyl-benzene
Styrene
97/95
[84]
(continued)
