1005-23-8Relevant articles and documents
Elemental white phosphorus as a radical trap: A new and general route to phosphonic acids
Barton,Zhu
, p. 2071 - 2072 (1993)
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Synthesis, structure, magnetism and nuclease activity of tetranuclear copper(ii) phosphonates containing ancillary 2,2′-bipyridine or 1,10-phenanthroline ligands
Chandrasekhar, Vadapalli,Azhakar, Ramachandran,Senapati, Tapas,Thilagar, Pakkirisamy,Ghosh, Surajit,Verma, Sandeep,Boomishankar, Ramamoorthy,Steiner, Alexander,Koegerler, Paul
, p. 1150 - 1160 (2008)
The reaction of cyclohexylphosphonic acid (C6H 11PO3H2), anhydrous CuCl2 and 2,2′-bipyridine (bpy) in the presence of triethylamine followed by a metathesis reaction with KNO3 afforded [Cu
The invention of radical reactions. Part 39. The reaction of white phosphorus with carbon-centered radicals. An improved procedure for the synthesis of phosphonic acids and further mechanistic insights
Barton, Derek H. R.,Vonder Embse, Richard A.
, p. 12475 - 12496 (2007/10/03)
White phosphorus in tetrahydrofuran under argon reacts in a long radical chain reaction with carbon radicals derived from Barton PTOC esters. The reaction is initiated by traces of oxygen and strongly inhibited by TEMPO. From the duration of the induction period the chain length can be measured as approximately one million. Each P4 molecule can add up to two carbon radicals. Oxidation of the adducts provides a convenient synthesis of phosphonic acids in high yield. With H2O2 at 0°C oxidation to the appropriate phosphinic acids is fast. For sensitive natural products the further transformation to phosphonic acids is best carried out at room temperature with an excess of SO2. In this way even linoleic acid can be convened to the corresponding phosphonic acid in good yield without any attack on the skipped diene unit. TEMPO is also remarkable for its stabilization of white phosphorus in solution when exposed to oxygen. Likewise an ordinary phosphine, like tributyl phosphine, is also stabilized by small amounts of TEMPO.
THERMOLYSIS OF PHOSPHONOUS ACIDS
Andreev, N. A.,Grishina, O. N.
, p. 1491 - 1494 (2007/10/02)
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