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Hydrophosphination of Formaldehyde catalysed by Tris(hydroxymethyl)phosphine Complexes of Platinum, Palladium or Nickel

DOI: 10.1039/DT9930000269

Source and publish data:

Journal of the Chemical Society, Dalton Transactions p. 269 - 274 (1993)

Update date:2022-08-17

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Authors:

Hoye, Peter A. T.Hoye, Peter A. T.

Pringle, Paul G.Pringle, Paul G.

Smith, Martin B.Smith, Martin B.

Worboys, KerryWorboys, Kerry

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Article abstract of DOI:10.1039/DT9930000269

The addition of PH3 to formaldehyde to give P(CH2OH)3 is catalysed by a range of platinum-(IV), -(II) and -(0) compounds including Na2, K2, 2> 2 and 4>*H2O 3.A large ratio of P(CH2OH)3 to Pt is present under the conditions in which the catalysis is operated and the hypothesis that a common platinum-P(CH2OH)3 complex is present under these conditions has been tested.It is shown that Na2 is reduced by 3 equivalents of P(CH2OH)3 to give 2> 2, the same species that is formed upon addition of 2 equivalents of P(CH2OH)3 to K2.Addition of 1 equivalent of P(CH2OH)3 to 2 gives >3Cl 4a while addition of 2 equivalents of P(CH2OH)3 to 2 gives an unstable species, tentatively assigned the five-co-ordinate structure 4>Cl 5a.In the presence of further P(CH2OH)3, 5a decomposes smoothly to give a mixture of 4>Cl 3b, Cl and the unusual bis(chelate) salts trans- and cis-2>Cl2 6a and 6b.A mechanism rationalising this reaction is presented.The pH of the reaction medium during the catalysis is ca. 9-10 and it is therefore concluded that 4> 3a is the main platinum-containing species present during all the platinum catalysed reactions.It is shown that 4> 18 and 4> 19 are also catalysts for the hydrophosphination of formaldehyde and a general mechanism is suggested.

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Product name:TRIS(HYDROXYMETHYL)PHOSPHINE

Cas No:2767-80-8

2767-80-8

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