Nucleophilic Neutralization of Organophosphates: Lack of Selectivity or Plenty of Versatility?
Keywords: dephosphorylation, organophosphorus compounds, phosphate esters, nucleophilic catalysis, organothiophosphates
Abstract
Neutralization of organophosphates is an issue of public health and safety, involving agrochemicals and chemical warfare. A promising approach is the nucleophilic neutralization, scope of this review, which focuses on the molecular nucleophiles: hydroxide, imidazole derivatives, alpha nucleophiles, amines and other nucleophiles. A reactivity mapping is given correlating the pathways and reaction efficiency with structural dependence of the nucleophile (basicity) and the organophosphate (electrophilic centers, P=O/P=S shift, leaving and non-leaving group). Reactions extremely unfavorable (>20 years) can be reduced to seconds with various nucleophiles, some which are catalytic. Although there is no universal nucleophile, a lack of selectivity in some cases accounts for plenty of versatility in other reactions. The ideal neutralization requires a solid mechanistic understanding, together with balancing factors such as milder conditions, fast process, selectivity and less toxic products.
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| Título según WOS: | Nucleophilic Neutralization of Organophosphates: Lack of Selectivity or Plenty of Versatility? |
| Título según SCOPUS: | Nucleophilic Neutralization of Organophosphates: Lack of Selectivity or Plenty of Versatility? |
| Título de la Revista: | Chemical Record |
| Volumen: | 21 |
| Número: | 10 |
| Editorial: | John Wiley and Sons Inc. |
| Fecha de publicación: | 2021 |
| Página final: | 2665 |
| Idioma: | English |
| DOI: |
10.1002/tcr.202100123 |
| Notas: | ISI, SCOPUS |