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 |
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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