Research output: Contribution to journal › Article › peer-review
1-(Diphenylphosphoryl)alka-1,2-dienes (phosphonoallenes) in Brønsted (super)acids (TfOH, FSO3H, H2SO4) gave the corresponding 1,2-oxaphosphol-3-enium ions, that were studied by means of NMR and DFT calculations. Upon hydrolysis of reaction solution, these cations afforded 3-hydroxyalk-2-en-1-yl-diphenylphosphine oxides (phosphonoallyl alcohols). But in (super)acids the cations were slowly transformed into O-protonated forms of 1-phenyl-1,4-dihydrophosphinoline 1-oxides, which were monitored by NMR. The latter phosphaheterocycles can be directly obtained from phosphonoallenes under the action of Lewis acid AlCl3.
| Original language | English |
|---|---|
| Pages (from-to) | 1370-1381 |
| Number of pages | 12 |
| Journal | Organic and Biomolecular Chemistry |
| Volume | 14 |
| Issue number | 4 |
| DOIs | |
| State | Published - 2016 |
ID: 7549342