6410-56-6Relevant articles and documents
Microwave-assisted ionic liquid-catalyzed selective monoesterification of alkylphosphonic acids—an experimental and a theoretical study
Harsági, Nikoletta,Henyecz, Réka,ábrányi-Balogh, Péter,Drahos, László,Keglevich, Gy?rgy
, (2021/09/07)
It is well-known that the P-acids including phosphonic acids resist undergoing direct es-terification. However, it was found that a series of alkylphoshonic acids could be involved in mo-noesterification with C2–C4 alcohols under microwave (MW) irradiation in the presence of [bmim][BF4] as an additive. The selectivity amounted to 80–98%, while the isolated yields fell in the range of 61–79%. The method developed is a green method for P-acid esterification. DFT calculations at the M062X/6–311+G (d,p) level of theory (performed considering the solvent effect of the corresponding alcohol) explored the three-step mechanism, and justified a higher enthalpy of activation (160.6–194.1 kJ·mol–1) that may be overcome only by MW irradiation. The major role of the [bmim][BF4] additive is to increase the absorption of MW energy. The specific chemical role of the [BF4] anion of the ionic liquid in an alternative mechanism was also raised by the computations.
Mild and efficient esterification of alkylphosphonic acids using polymer-bound triphenylphosphine
Purohit, Ajay Kumar,Pardasani, Deepak,Tak, Vijay,Kumar, Ajeet,Jain, Rajeev,Dubey, Devendra Kumar
experimental part, p. 3795 - 3797 (2012/09/21)
Mild and efficient esterification of alkylphosphonic acids using primary alcohols, iodine, imidazole and polymer-bound triphenylphosphine is developed.
An efficient method for the esterification of phosphonic and phosphoric acids using silica chloride
Sathe, Manisha,Gupta, Arvind K.,Kaushik
, p. 3107 - 3109 (2007/10/03)
Silica chloride is used as an effective heterogeneous catalyst for the rapid esterification of alkyl/aryl phosphonic/phosphoric acids to their corresponding alkyl/aryl phosphonates/phosphates under mild conditions with quantitative yields.
