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Quinolinophane-derived alkyldiphenylphosphines: two homologous P,N-planar chiral ligands for palladium-catalysed allylic alkylation by Renzo Ruzziconi; Claudio Santi; Sara Spizzichino is a Chemistry article available to read on EtoBox.

What is Quinolinophane-derived alkyldiphenylphosphines: two homologous P,N-planar chiral ligands for palladium-catalysed allylic alkylation about?

Two novel homologous [2]paracyclo [2](5,8)quinolinophane-derived P,N-bidentate planar chiral ligands have been synthesised and their effectiveness in asymmetric catalysis tested in palladium-catalysed allylic malonylation of 1,3-diphenylpropenyl acetate. The extent of asymmetric induction depends linearly on the ligand/metal molar ratio, indicating the involvement of P,P-type and chelate P,N-type p-allylpalladium complexes in equilibrium. The length of the chain that binds the diphenylphosphine group to the quinolinophane moiety, while appreciably affecting the P,N-complex stability, has little effect on the extent of asymmetric induction, which is due to the greater reactivity of the [PN]-exo-syn-syn-([PN] xss ) with respect to the [PN]-endo-syn-syn-([PN] nss ) p-allylpalladium complex.

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Author

Renzo Ruzziconi; Claudio Santi; Sara Spizzichino

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0957-4166)

Published

2007

Language

EN

Field

Chemistry (Physical Sciences)