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31P Solid state NMR study of structure and chemical stability of dichlorotriphenylphosphorane

✍ Scribed by Nina C. Gonnella; Carl Busacca; Scot Campbell; Magnus Eriksson; Nelu Grinberg; Teresa Bartholomeyzik; Shengli Ma; Daniel L. Norwood

Publisher
John Wiley and Sons
Year
2009
Tongue
English
Weight
97 KB
Volume
47
Category
Article
ISSN
0749-1581

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✦ Synopsis

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. Copyright © 2009 John Wiley & Sons, Ltd.

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