Table 5.
Entrya | MS (g/mm ol) |
Cat. (mol%) |
Solvent | %Conversioni | ||
---|---|---|---|---|---|---|
1 | 0 | 10 catb | MeOH | 80 | 100 | |
2 | 0.1 | 10 catb | MeOH | 74 | 100 | |
3 | 0.2 | 10 catb | MeOH | 78 | 100 | |
4 | 0.3 | 10 catb | MeOH | 85 | 100 | |
5 | 0.4 | 10 catb | MeOH | 84 | 100 | |
6 | 0.5 | 10 catb | MeOH | 84 | 100 | |
7 | 0.7 | 10 catb | MeOH | 84 | 100 | |
8 | 0 | 5 catb | MeOH | 54 | 84 | 100 |
9 | 0 | 1 catb | MeOH | 11 | 28 | 58 |
10 | 0 | 0.1 catb | MeOH | 0 | 0 | 0 |
11 | 0 | 0.01 catb | MeOH | 0 | 0 | 0 |
12 | 0 | 40 catc | MeOH | 0.5e | ||
13 | 0 | 80 catc | MeOH | 5f | ||
14 | 0 | 10 catb | CH3CN | 23 | 55 | 89g |
15 | 0 | 10 catb | DMSO | 19 | 48 | 88g |
16 | 0 | 10 catb | Ether | 0 | 0 | 0 |
17 | 0 | 10 catb | THF | 0 | 0 | 0 |
18 | 0 | 10 catb,d | Ether | 0 | 1 | 4h |
19 | 0 | 10 catb,d | THF | 0 | 1 | 4h |
All entries are for the reactions of 2b with cyclopentadiene in 1:1.2 ratios at room temperature.
Catalyst pyrrolidine.
Catalyst DEA.
200mol% MeOH.
The yield after 24 h is 39.
66% after 24 h.
100% after 24 h.
20% after 24 h.
Conversion at 0.5h, 1.7h and 5h, respectively.