Table 1.
entrya | pre-catalyst | ligand | yield [%]b |
|
---|---|---|---|---|
2 | 3 | |||
1 | [Rh(=)2Cl]2 | n-Bu3P | 78 | 12 |
2 | “ | Ph3P | 87c | 8 |
3 | “ | Ph3P(20%) | 70 | 2 |
4 | “ (1 mol%) | Ph3P | 71 | 3 |
5 | “ | (4-MeOC6H4)3P | 43 | 4 |
6 | “ | (4-FC6H4)3P | 61 | 1 |
7 | “ | t-Bu3P | 22 | 5 |
8 | “ | Ph2MeP | 81 | 9 |
9 | [Rh(coe)2Cl]2 | Ph3P | 38 | 9 |
10 | [Rh(cod)2Cl]2 | Ph3P | 57 | 20 |
11 | RhCl(PPh3)3 (10 mol%) | - | 24 | 49 |
12 | [Rh(CO)2Cl]2 | dppe | <1 | 83d |
13 | “ | dppp | <1 | 29 |
14 | “ | dppb | <1 | 7 |
15e | “ | dppe | <1 | 63 |
16 | [Rh(=)2Cl]2 | - | 11 | 10 |
Reactions used 5% of precatalyst and 10% of phosphine ligand at 0.05 M concentration of 1 in PhMe at 110 °C.
NMR yields based on internal standard.
Isolated yield: 77%.
Isolated yield: 77%.
Concentration: 0.1 M.