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Phosphorine
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==History== The first phosphorine to be isolated is 2,4,6-triphenylphosphorine. It was synthesized by Gottfried Märkl in 1966 by condensation of the corresponding [[pyrylium salt]] and [[phosphine]] or its equivalent ( P(CH<sub>2</sub>OH)<sub>3</sub> and P(SiMe<sub>3</sub>)<sub>3</sub>).<ref name=":0">''G. Märkl'', 2,4,6-Triphenylphosphabenzol in [http://onlinelibrary.wiley.com/doi/10.1002/ange.19660781817/abstract Angewandte Chemie '''78''', 907–908 (1966)]</ref> [[file:Synthesis Triphenylphosphabenzene.svg|500px|Synthesis of Triphenylphosphabenzene]] The (unsubstituted) parent phosphorine was reported by Arthur J. Ashe III in 1971 by the reaction of 1,4-dihydro-1,1 dibutylstannabenzene and [[phosphorus tribromide]].<ref name="Ashe">{{ cite journal | last1 = Ashe | first1 = A. J. | title = Phosphabenzene and Arsabenzene | journal = [[Journal of the American Chemical Society]] | year = 1971 | volume = 93 | issue = 13 | pages = 3293–3295 | doi = 10.1021/ja00742a038 }}</ref><ref>{{Greenwood&Earnshaw2nd | page = 544}}</ref> Ring-opening approaches have been developed from [[phosphole]]s.<ref name=Mathey/>
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