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First ever observation of the intermediate of phosphonium salt and ylide hydrolysis: P-hydroxytetraorganophosphorane
- Source :
- Chemical communications (Cambridge, England). 51(6)
- Publication Year :
- 2014
-
Abstract
- P-Hydroxytetraorganophosphorane, the long-postulated intermediate in phosphonium salt and ylide hydrolysis, has been observed and characterised by low temperature NMR, finally definitively establishing its involvement in these reactions. The results require modification of the previously accepted mechanism for ylide hydrolysis: P-hydroxy-tetraorganophosphorane is generated directly by 4-centre reaction of ylide with water.
- Subjects :
- Phosphonium salt
Topological representation
Equilibrium acidities
Alkaline hydrolysis (body disposal)
Medicinal chemistry
Catalysis
Nuclear magnetic resonance
Hydrolysis
Materials Chemistry
Organic chemistry
P-31 NMR spectroscopy
Wittig reaction
chemistry.chemical_classification
Substitution reaction
Chemistry
Metals and Alloys
General Chemistry
Surfaces, Coatings and Films
Electronic, Optical and Magnetic Materials
Alkaline hydrolysis
Heteroarylphosphorus compounds
Ylide
Substitution reactions
Ceramics and Composites
Nucleophilic displacement
Phosphine oxides
Subjects
Details
- ISSN :
- 1364548X
- Volume :
- 51
- Issue :
- 6
- Database :
- OpenAIRE
- Journal :
- Chemical communications (Cambridge, England)
- Accession number :
- edsair.doi.dedup.....408fc3f8e596763b5c1c9df9a4ac86f1