Table 1. Standardization of reaction conditions.
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Entry | Catalyst | Base | Eq. | Solvent | Yield a (%) |
1 | [Co(TPP)] | LiOtBu | 1.2 | PhCl | 81 |
2 | [Co(TPP)] | KOtBu | 1.2 | PhCl | 71 |
3 | [Co(TPP)] | NaOtBu | 1.2 | PhCl | 66 |
4 | [Co(TPP)] | K2CO3 | 1.2 | PhCl | 69 |
5 | [Co(TPP)] | NaOMe | 1.2 | PhCl | 67 |
6 | [Co(TPP)] | LiOtBu | 1.2 | PhCH3 | 95 |
7 | [Co(TPP)] | LiOtBu | 2 | PhCH3 | 54 |
8 | [Co(TPP)] | LiOtBu | 3 | PhCH3 | 0 |
9 | [Co(TPP)] | LiOtBu | 1.2 | THF | 84 |
10 | [Co(TPP)] | LiOtBu | 1.2 | CH3CN | 64 |
11 | [Co(TPP)] | LiO t Bu | 1.2 | Benzene | 97 (89) b |
12 | — | LiOtBu | 1.2 | PhCH3 | 0 |
13 | [Co(MeTAA)] | LiOtBu | 1.2 | Benzene | 94 |
aYields were determined by integration of the 1H NMR signals using acenaphthene as internal standard.
bIsolated yield between brackets.