Table 3.
Comparison of Amphiphiles for Heck Couplings in Water
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---|---|---|
entry | surfactantb | yield (%)c |
1 | PTS | 43 |
2 | solutol | 32 |
3 | PTS at 40 °C | 94 |
4 | 3 M NaCl, PTS/water | 95 |
5 | 3M NaCl, solutol/water | 46 |
6 | “on water” | 30 |
7 | toluene | 40 |
Conditions: tert-butyl acrylate (2 equiv), cat. 5 (2 mol %), Et3N (3 equiv) surfactant/H2O, 22 °C, 14 h.
5 wt. % used in all cases.
Chromatographically pure materials.