Synthesis of Cyclic Phosphinates by Microwave-Assisted Ionic Liquid-Promoted Alcoholysis

Synthesis ◽  
2021 ◽  
Author(s):  
Nikoletta Harsági ◽  
Nóra Zsuzsa Kiss ◽  
László Drahos ◽  
György Keglevich

A series of 1-alkoxy-3-methyl- and 3,4-dimethyl-3-phospholene 1-oxides, as well as 1-alkoxy-3-methylphospholane 1-oxides were prepared in good yields by the microwave (MW)-assisted [bmim][PF6]-catalyzed transesterification of the corresponding methyl or ethyl esters. The alcoholyses studied represent another case, where MW irradiation has had a crucial role on the course of the reaction. The method developed is an alternative possibility to other esterifications starting from the corresponding phosphinic chlorides and acids.

2020 ◽  
Vol 10 (1) ◽  
pp. 001-010 ◽  
Author(s):  
Nikoletta Harsági ◽  
Betti Szőllősi ◽  
Nóra Zsuzsa Kiss ◽  
György Keglevich

Abstract The optimized HCl-catalyzed hydrolysis of alkyl diphenylphosphinates is described. The reaction times and pseudo-first-order rate constants suggested the iPr > Me > Et ∼ Pr ∼ Bu order of reactivity in respect of the alkyl group of the phosphinates. The MW-assisted p-toluenesulfonic acid (PTSA)-catalyzed variation means a better alternative possibility due to the shorter reaction times, and the alkaline hydrolysis is another option. The transesterification of alkyl diphenylphosphinates took place only in the presence of suitable ionic liquids, such as butyl-methylimidazolium hexafluorophosphorate ([bmim][PF6]) and butyl-methylimidazolium tetrafluoroborate ([bmim][BF4]). The application of ethyl-methylimidazolium hydrosulfate ([emim][HSO4]) and butyl-methylimidazolium chloride ([bmim][Cl]) was not too efficient, as the formation of the ester was accompanied by the fission of the O–C bond resulting in the formation of Ph2P(O)OH. This surprising transformation may be utilized in the phosphinate → phosphinic acid conversion.


2021 ◽  
Author(s):  
Xiaohan Zhang ◽  
Le Gao ◽  
Liying Niu ◽  
Xiaodong Bi

Molecularly imprinted polymers (MIPs) possess target-customized and range-adjustable selectivity, and hence have been attracting increasing efforts to develop new synthetic methods and new forms of applications. By wisely choosing functional...


2012 ◽  
Vol 26 (19) ◽  
pp. 1842-1847 ◽  
Author(s):  
Chunxia Lu ◽  
Hongxin Wang ◽  
Wenping Lv ◽  
Chaoyang Ma ◽  
Zaixiang Lou ◽  
...  

2012 ◽  
Vol 32 (9) ◽  
pp. 1732
Author(s):  
Dongnuan Zhang ◽  
Jitai Li ◽  
Huimin Liu ◽  
Yali Song ◽  
Yingqun Zhang ◽  
...  

Sign in / Sign up

Export Citation Format

Share Document