If there is a critical angle at phosphorus below which phosphonium salts and phenyl-lithium form pentavalent phosphoranes and above which they form ylides, the angle is bracketed by that in (III) and (Va).
E. W. Turnblom and T. J. Katz, J. Chem. Soc., Chem. Commun., 1972, 1270b DOI: 10.1039/C3972001270B
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