264909-55-9Relevant academic research and scientific papers
New phosphine ligands with the OPN donor configuration
Green, Melinda J.,Cavell, Kingsley J.,Edwards, Peter G.
, p. 853 - 858 (2007/10/03)
New, functionalised phosphines with an OPN donor set which are potentially capable of square planar co-ordination were synthesized by stepwise introduction of the oxygen and nitrogen functional substituents to phosphorus. The secondary phosphines (phenyl)(tetrahydrofurfuryl)phosphine, 1, and [2-(l, 3-dioxolan-2-yl)ethyl](phenyl)phosphine, 2, were first prepared before the introduction of the nitrogen donor substituents. The OPN phosphines (phenyl)(D')(D2)phosphine {D1 = tetrahydrofurfuryl, D2 = 2-pyridylmethyl or pyridyl; D1 = 2-(l, 3-dioxolan-2-yl)ethyI, D2 = 2-pyridylmethyl}, 3-5, were obtained. This approach was not appropriate for the preparation of an OPN ligand with an ester functionality. Therefore the synthesis of methyl 3-[(phenyl)(2-pyridylmethyl)phosphino]propanoate, 7, was achieved via a radical induced coupling of methyl acrylate to (phenyl)(2-pyridylmethyl)phosphine 6. All new ligands, 1-5, 7, were characterised by 'H, "C and 3IP NMR spectroscopy. The methods developed allowed the ligands to be synthesized in high yields and purity such that further purification was generally unnecessary for subsequent applications. The Royal Society of Chemistry 2000.
