- Hydrolysis of Cyclic Phosphites/Phosphoramidites and Its Inhibition-Reversible Cyclization of Acyclic Phosphonate Salts to Cyclic Phosphites
-
Hydrolysis of cyclic phosphites/phosphoramidites (OCH2- CRR′CH2O)PX [X = OPh (1), NMe2 (2)] in the presence of intentionally added water is effectively inhibited by using simple additives such as KF, K2CO3, Et3N, and molecular sieves. Among these, K2CO3 gave the best results. Cyclic H-phosphonates (OCH2CRR′CH2O)P(O)H (3), which are the tautomeric forms of the phosphites (OCH2CRR′CH 2O)P(OH), undergo facile hydrolysis in the presence of aqueous amines to give the acyclic phosphonate salts [H2NMe2] +[(HOCH2CRR′CH2O)P(O)-(H)(O-)] (4) that can be reverted back to 3 upon simple heating. Interestingly, competitive reactions of (OCH2CRR′CH2O)PX [X = Cl (I-III), NMe2 (2)] with phenol and water in the presence of K 2CO3 led only to the phenoxy derivatives and not to the hydrolysis products.
- Satish Kumar,Kumaraswamy, Sudha,Said, Musa A.,Kumara Swamy
-
supporting information
p. 925 - 928
(2013/09/05)
-
- Syntheses und NMR-Spektren phosphororganischer Antioxidantien und verwandter Verbindungen
-
The syntheses of various aliphatic, aromatic, sterically hindered, and cyclic organophosphorus compounds (phosphorous acid esters, esters chlorides and ester amides, hydrogen phosphites, phosphinates and phosphates) are reported, and general procedures for preparation are given.The compounds synthesized were investigated by means of 31P-, 1H- and 13C-n.m.r. spectroscopy, and the chemical shifts measured are listed.
- Koenig, T.,Habicher, W.D.,Haehner, U.,Pionteck, J.,Rueger, C.,Schwetlick, K.
-
p. 333 - 349
(2007/10/02)
-
- OZONIDES DU PHOSPHORE STABILITE ET STEREOCHIMIE
-
A phosphorus ozonides series was obtained by reaction of ozone on various phosphites (1a-13a).The oxidative addition of ozone leads to trioxophosphetane ring formation branched on pentacoordinated (1b-9b) or hexacoordinated (10b-13b) phosphorus.The stability and stereochemistry of these compounds were studied.
- Khatib, F. el,Caminade, A. M.,Koenig, M.
-
-