41308-87-6Relevant academic research and scientific papers
New aspects connected with the synthesis of H-phosphinate anhydrides
Nycz
experimental part, p. 589 - 594 (2009/12/26)
A novel reaction between sodium salt of phenylphosphinic acid PhP(O)(OH)H (1) and various phosphorus electrophiles, R2P(O)C1 (2; R = alkyl, aryl, alkoxy or aryloxy) has been described. The presented reaction showed a high selectivity (yield up to 96%) in the products of the symmetric phosphorus anhydrides, R2P(O)-O-(O)PR2(4), which preferentially come from the starting phosphorus electrophiles (2). The results demonstrate that the phosphorus-phosphorus mixed anhydrides, RPH(O)-O-(O)PR2(3) are unstable under basic condition and possibly decomposed with expulsion of a phosphinylidene (Ph-P=O) fragment (6).
Reactivity of diacyloxyiodobenzenes toward trivalent phosphorus nucleophiles
Makowiec, Slawomir,Rachon, Janusz
, p. 352 - 359 (2007/10/03)
The reaction of diacyloxyiodobenzenes and tetravalent phosphorus nucleophiles was investigated. It was established that both H-phosphonates and secondary phosphine oxides react with diacetoxyiodobenzene in alcohols in the presence of sodium alcoholates yi
The reactions of dialkyl phosphites and phosphine oxides with iodosylbenzene
Makowiec, Slawomir,Rachon, Janusz
, p. 941 - 955 (2007/10/03)
The reaction of iodosylbenzene with > P(O)H type of acids (dialkyl phosphites, secondary phosphine oxides) was studied. The acids of >P(O)H type add to iodosylbenzene to yield intermediate 6 which in the aprotic solvents yields oxidation products, it means >P(O)OH acids and/or anhydride of >P(O)OP(O) P(O)OR ester is the major product.
Phosphoric-Carboxylic Anhydrides. New Synthetic Procedures and Reactions with Nucleophiles. Reexamination of the Reaction of Se-alkyl-phosphoroselenoates with Alcohols and Mercuric Trifluoroacetate
Wasiak, J.,Helinski, J.,Dabkowski, W.,Skrzypczynski, Z.,Michalski, J.
, p. 1027 - 1032 (2007/10/02)
Phosphorus trimethylsilyl esters RR'P(O)OSiMe3 react smoothly with carboxylic anhydrides to give phosphoric-carboxylic anhydrides RR'P(O)-O-COR" in excellent yield.A similar reaction proceeds between stannyl esters RR'P(O)OSnMe3 and carboxylic anhydrides.We also have found that the anhydrides RR'P(O)-O-COCF3 are formed in almost quantitative yield when the phosphorus acid halides RR'P(O)X (X=Cl,Br,I) are allowed to react with trifluoroacetic anhydride in the presence of N-methylimidazole. We were able to confirm again that acyclic phosphoric-carboxylic anhydrides exhibit acetylating properties towards amines and alcohols.Our findings contradict with those of Wozniak, Krzyzanowska and Stec relating to the reaction of Se-alkylphosphoroselenoates RR'P(O)SeR" with mercuric trifluoroacetate Hg(OCOCF3)2.Our interpretation of this reaction differs entirely from those presented by the above mentioned authors. Key words: phosphorus-carboxylic anhydrides, Se-alkyl-phosphoroselenoates
