Synthetic study demonstrates copper-promoted bisphosphonium salt formation from Binap, indicating an intramolecular carbon-phosphorus coupling pathway.
The reaction between 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (Binap) and an equimolar amount of [Cu(OTf) 2 ] (where OTf = trifluoromethylsulfonate) in acetonitrile afforded the new bisphosphonium salt 1 by a mechanism that must involve two C−H bond activations and the consequent intramolecular formation of two new C−P bonds. Compound 1 was characterized by spectroscopic and X-ray diffraction methods.
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Nieto et al. (2008) studied this question.
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