Table 3.
Products yields for the reaction of 1 with asymmetric diacetylenic ketones.
| Ketone | Ratio | Product | Yield [%] | δ(31P), PIII [ppm] | δ(31P), PV [ppm] | 3JPP [Hz] |
|---|---|---|---|---|---|---|
| 18 | 1:1 | 20[a] | 37 | 150.0 | – | – |
| 18 | 1:1 | 21[b] | 30 | 155.9 | 12.4 | 27 |
| 18 | 1:2 | 20[a] | 31 | 150 | – | – |
| 19 | 1:1 | 22[a] | 10 | 150.1 | – | – |
| 19 | 1:1 | 23[b] | 27 | 156.0 | 11.7 | 28 |
| 19 | 1:2 | 24[c] | – | 150.7 | 6.0 | 43 |
| 150.5 | 6.2 | 43 |
[a] Reaction was quenched by addition of water at −50 °C. [b] Reaction was quenched by direct application to a silica gel column. [c] Reaction was quenched by direct application on silica after 1.5 h; only the red fraction was collected and concentrated to obtain crude products for 31P NMR spectroscopy. Two isomers for complex 24 were found.