Table 1.
Catalytic alumination of the C−H bond in unactivated arenes with (DIPPBDI)Al.[a]
|
Entry |
Catalyst |
mol % |
Substrate |
T [°C] |
Time [h] |
Conv. [%] |
|---|---|---|---|---|---|---|
|
1 |
[(DIPPBDI)CaH]2 |
5 |
benzene |
20 |
8 |
>99 |
|
2 |
[(DIPPBDI)CaH]2 |
5 |
benzene |
60 |
3 |
>99 |
|
3 |
[(DIPPBDI)CaH]2 |
2.5 |
benzene |
60 |
6 |
90 |
|
4 |
[(DIPPBDI)CaH]2 |
5 |
toluene |
20 |
8 |
>99[b] |
|
5 |
[(DIPPBDI)CaH]2 |
5 |
toluene |
60 |
3 |
>99[c] |
|
6 |
[(DIPPBDI)CaH]2 |
5 |
p‐xylene |
20 |
8 |
73 |
|
7 |
[(DIPPBDI)CaH]2 |
7.5 |
p‐xylene |
20 |
2 |
>99 |
|
8 |
[(DIPPBDI)CaH]2 |
5 |
mesitylene |
60 |
8 |
0 |
|
9 |
(DIPPBDI)CaN(SiMe3)2 |
10 |
benzene |
60 |
24 |
0 |
|
10 |
[(DIPePBDI)SrH]2 |
5 |
benzene |
20 |
168 |
>99 |
[a] [(DIPPBDI)Al]=0.04 m in C6D6. Reaction times for >99 % conversion (determined by 1H NMR monitoring in intervals of 30 minutes). [b] o/m/p=10/90/0. [c] o/m/p=17/83/0.