7301-86-2Relevant academic research and scientific papers
Identification of organophosphorus simulants for the development of next-generation detection technologies
Ellaby, Rebecca J.,Clark, Ewan R.,Allen, Nyasha,Taylor, Faith R.,Ng, Kendrick K. L.,Dimitrovski, Milan,Chu, Dominique F.,Mulvihill, Daniel P.,Hiscock, Jennifer R.
, p. 2008 - 2014 (2021/03/16)
Organophosphorus (OP) chemical warfare agents (CWAs) represent an ongoing threat but the understandable widespread prohibition of their use places limitations on the development of technologies to counter the effects of any OP CWA release. Herein, we describe new, accessible methods for the identification of appropriate molecular simulants to mimic the hydrogen bond accepting capacity of the PO moiety, common to every member of this class of CWAs. Using the predictive methodologies developed herein, we have identified OP CWA hydrogen bond acceptor simulants for soman and sarin. It is hoped that the effective use of these physical property specific simulants will aid future countermeasure developments.
Tf2O-Promoted Activating Strategy of Phosphate Analogues: Synthesis of Mixed Phosphates and Phosphinate
Huang, Hai,Ash, Jeffrey,Kang, Jun Yong
supporting information, p. 4938 - 4941 (2018/08/24)
A metal-, toxic chloride reagent-free activating strategy of various phosphates has been developed. This method enables the facile synthesis of functional phosphates such as alkyl phosphates, aza phosphates, thiophosphate, and mixed diaryl phosphates. A transient phosphorylpyridin-1-ium species in situ generated from phosphates with Tf2O/pyridine readily undergoes a substitution reaction with diverse nucleophiles to form versatile phosphate compounds.
Phosphorylation of alcohols with N-phosphoryl oxazolidinones employing copper(II) triflate catalysis
Jones, Simon,Smanmoo, Chaiwat
, p. 3271 - 3274 (2007/10/03)
(Chemical Equation Presented) Phosphoryl transfer from N-phosphoryl 5,5-diphenyl oxazolidinone is efficiently catalyzed by copper(II) triflate. The utility of this method has been demonstrated in the phosphorylation of representative primary, secondary, tertiary, phenolic, and allylic alcohols. These reaction conditions are significantly milder than employing alkoxides and allow the phosphorylation of biologically relevant molecules.
N-Phosphoryl oxazolidinones as effective phosphorylating agents
Jones, Simon,Smanmoo, Chaiwat
, p. 1585 - 1588 (2007/10/03)
A number of N-phosphoryl oxazolidinones have been prepared and evaluated, the best being 5,5-diphenyl oxazolidinones, the utility of which was demonstrated in the phosphorylation of a number of representative primary, secondary, tertiary, and phenolic alcohols.
An improved method for Lewis acid catalyzed phosphoryl transfer with Ti(t-BuO)4
Jones, Simon,Selitsianos, Dimitrios,Thompson, Kate J.,Toms, Steven M.
, p. 5211 - 5216 (2007/10/03)
Several inorganic esters have been evaluated as phosphoryl transfer catalysts. Of these, Ti(t-BuO)4 was found to be the most effective catalyst giving excellent yields of the desired phosphate esters. The loading of the catalyst could be reduced to a little as 5 mol % for a majority of substrates with no loss in the yield of product. This methodology is significantly more versatile than using TiCl4 and is suitable for the phosphorylation of more complex carbohydrates and molecules of biological interest.
A simple, general and improved procedure for phosphorylation of alcohols catalyzed by indium(III) chloride
Ranu, Brindaban C.,Das, Arijit
, p. 1063 - 1064 (2007/10/03)
A general and efficient procedure has been developed for the preparation of dialkyl phosphate esters by indium(III) chloride catalyzed phosphoryl transfer from diethyl and diphenyl chlorophosphate to a variety of alcohols and phenols in THF in presence of triethylamine.
An unprecedented chemical transformation: The oxidation of alkanes to alkyl dimethyl phosphates
Barton,Beviere,Doller
, p. 4671 - 4674 (2007/10/02)
Treatment of alkanes under Gif(IV) conditions [FeCl2.4H2O (cat.), Zn0, and O2 in pyridine-acetic acid] in the presence of trimethylphosphite afforded alkyl dimethyl phosphates; 13C-NMR experiments showed that the phosphates are formed from the reaction between the intermediate alkyl hydroperoxide and trimethyl phosphite in the presence of an iron catalyst.
A New Phosphorylation Method via O-Diethylboryl Intermediates
Dahlhoff, Wilhelm V.,Taba, Kalulu M.
, p. 1260 - 1262 (2007/10/02)
Diphenylchlorophosphine and diethylchlorophosphite react with acetylacetone to generate intermediate phosphine enolates 3 which are quenched with O-diethylboryl derivatives and then oxidized with hydrogen peroxide to give diphenylphosphinates 4 and diethylphosphates 5. - Keywords: Phosphorylation, Diphenylphosphinates, Diethylphosphates, O-Diethylboryl Intermediates
