Chemistry Reference
In-Depth Information
NN
NN
Cl
Pd Cl
Cl
Pd Cl
N
N
Cl
[Pd(SIPr)(Et
3
N)Cl
2
]
95
[Pd(SIPr)(PEPPSI)]
96
Figure 4.41
Structures of the [Pd(SIPr)(Et
3
N)Cl
2
] and [Pd(SIPr)(PEPPSI)] complexes.
Table 4.27 Comparison
of
reactivities
between
[Pd(SIPr)(Et
3
N)Cl
2
]
and
[Pd(SIPr)(PEPPSI)] for the amination of hindered substrates.
[Pd(SIPr)(Et
3
N)Cl
2
](95)
or
[Pd(SIPr)(PEPPSI)] (96)
(1 mol%)
Cl
NH
2
H
N
+
KOtBu, DME, 1h
Entry
[Pd(NHC)L
n
]
Temperature (1C)
Yield (%)
1
[Pd(SIPr)(PEPPSI)] (96)
25
o
5
2
[Pd(SIPr)(Et
3
N)Cl
2
](95)
25
44
3
[Pd(SIPr)(PEPPSI)] (96)
50
83
4
[Pd(SIPr)(Et
3
N)Cl
2
](95)
50
94
[Pd(NHC)(cin)OH]
2
(97)
(0.25 mo l%)
O
Cl
N
+
H
N
O
KOtBu,DME,50°C
MeO
MeO
97a:Conv=92%
97b: Conv = 99% (89%)
N
N
H
O
[Pd(NHC)(cin)OH]
2
NHC = IPr , 97a
NHC = SIPr, 97b
Pd
Pd
O
H
N
N
Scheme 4.66 Amination using [Pd(NHC)(cin)OH]
2
complexes.
In another contribution dedicated to the use of the [Pd(IPr)(Im)Cl
2
]
complex 16a, Shao and co-workers reported its activity in amination.
183
The
precatalyst was active for the coupling of various activated and deactivated
Search WWH ::
Custom Search