220185-50-2Relevant academic research and scientific papers
Catalytic synthesis of triaryl phosphates from white phosphorus
Armstrong, Kenneth M.,Kilian, Petr
experimental part, p. 2138 - 2147 (2011/06/28)
Triaryl phosphates were synthesized from white phosphorus and phenols under aerobic conditions and in the presence of iron catalysts and iodine. Full conversion to phosphates was achieved without the use of chlorine, and the reactions do not produce acid waste. Triphenyl phosphate, tritolyl phosphate and tris(2,4-di-tert-butyl)phenyl phosphate were synthesized by this method with high selectivities. Various iron(III) diketonates were used to catalyze the conversion. Mechanistic studies showed that the reaction proceeds by formation of PI3, then O=PI(OPh)2 before the final formation of the phosphate. The nucleophilic substitution of O=PI(OPh)2 with phenol to form O=P(OPh)3 was found to be the rate-limiting step.
Reinvestigation of the 31P NMR evidence for the formation of diorganyl phosphoropyridinium intermediates
Nilsson, Johan,Kraszewski, Adam,Stawinski, Jacek
, p. 2263 - 2266 (2007/10/03)
The 31P nuclear magnetic resonance (NMR) evidence for the formation of diorganyl phosphoropyridinium intermediates was reinvestigated. It was found that equilibria of these reactions were heavily shifted to the left. The concentrations of the putative diorganyl phosphoropyridinium chlorides/bromides were usually below the detection level of this spectroscopic method. The results showed that when diphenyl iodophosphate was subjected to reaction with pyridine, the formation of a diorganyl phosphoropyridinium intermediate was observed.
