Table 1.
Ligand Effect on Para CHB of 1a′
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---|---|---|---|---|---|
entry | ligand (R =) | solvent | T (°C) | conva | p/ma |
1 | t-Bu (L1) | THF | 80 | 100 | 6:1 |
2 | CN (L2) | THF | 80 | 0 | ND |
3 | H (L3) | THF | 80 | 89 | 7:1 |
4 | Me (L4) | THF | 80 | 96 | 10:1 |
5 | OMe (L5) | THF | 80 | 100 | 13:1 |
6 | tmphen (L6) | THF | 80 | 100 | 6:1 |
7 | phen (L7) | THF | 80 | 45 | 9:1 |
8 | NMe2 (L8) | dioxane | 80 | 100 | 12:1 |
9 | OMe (L5) | dioxane | 80 | 100 | 14:1 |
10 | OMe (L5) | dioxane | 60 | 100 | 16:1 |
11 | OMe (L5) | dioxane | 40 | 100 | 17:1 |
12b | OMe (L5) | dioxane | rt | 83 | 21:1 |
Determined by 1H NMR analysis.
Reaction carried out for 50 h