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Table 4.10 Comparison of the reactivities of 15, 38 and 39 in the Kumada
coupling reaction.
Cl
MgBr
15 , 38-39 (2 mol%)
+
MeO
THF/DME (2:1)
50°C, 24 h
MeO
Conversion (%) a
Entry
[Pd(NHC)(PEPPSI)]
1
15
100
2
38
85
3
39
100
a By GC.
Table 4.11 Comparison of the reactivities of 15, 38 and 39 in
the Kumada coupling reaction.
Cl
S
15 , 38-39 (2 mol% )
+
MgBr
S
TH F / DM E (2: 1)
50°C, 24 h
Conversion (%) a
Entry
[Pd(NHC)(PEPPSI)]
1
15
75
2
38
88
3
39
95
a By GC.
Br
MgBr
40 (0.5 mol %)
R
+
R
R'
LiCl, THF, RT, 12 h
R'
NN
CN
S
Bo cN
N
Cl
Pd
N
80%
63%
63%
O
Fe
S
O
40
69%
89%
Scheme 4.27 Reactivity of 40 in Kumada coupling.
NN
Pd
Cl
41
Figure 4.19
Structure of [Pd(SIMes)(Cp)Cl] (41).
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