title: (31)P solid state NMR study of structure and chemical stability of dichlorotriphenylphosphorane.
abstract: Solid state (31)P NMR spectroscopy was used to examine, monitor and quantify the compound integrity of the chemical reagent dichlorotriphenylphosphorane. Comparison was also made with solution (31)P NMR spectra which showed that this highly reactive species could be observed in dry benzene prior to conversion to the hydrolyzed product. This is the first reported solid state NMR study of the stability and reactivity of dichlorotriphenylphosphorane and the first account of its observation and comparison in the solution state. In the solid state, the ionic and covalent forms for dichlorotriphenylphosphorane were observed along with hydrolyzed products, however, the degree of hydrolysis was dependent upon the rotor packing conditions. Calculation of the relative percent composition of dichlorotriphenylphosphorane with hydrolyzed product was made for samples prepared in air versus under nitrogen atmosphere. This information was critical in adjusting the amount of reagent used in chemical development syntheses and scale up laboratories. All hydrolyzed products were identified, based upon chemical comparisons with spectra of pure materials.
authors.affiliation: Boehringer Ingelheim Pharmaceuticals Inc., 900 Ridgebury Road, Ridgefield, CT 06877, USA. nina.gonnella@boehringer-ingelheim.com
authors.forename: Nina C
authors.initials: NC
authors.lastname: Gonnella
authors.forename: Carl
authors.initials: C
authors.lastname: Busacca
authors.forename: Scot
authors.initials: S
authors.lastname: Campbell
authors.forename: Magnus
authors.initials: M
authors.lastname: Eriksson
authors.forename: Nelu
authors.initials: N
authors.lastname: Grinberg
authors.forename: Teresa
authors.initials: T
authors.lastname: Bartholomeyzik
authors.forename: Shengli
authors.initials: S
authors.lastname: Ma
authors.forename: Daniel L
authors.initials: DL
authors.lastname: Norwood
mesh_terms: D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010753:Phosphoranes / Q000737:chemistry*; D010759:Phosphorus Isotopes; D012015:Reference Standards
chemical_list: D010753:Phosphoranes; D010759:Phosphorus Isotopes