DIPAMP

Work on this compound by W. S. Knowles was recognized with the Nobel Prize in Chemistry.

[1] DIPAMP was the basis for one of the first industrial scale asymmetric hydrogenation, the synthesis of the drug L-DOPA.

Each phosphorus centre, which is pyramidal, bears three different substituents - anisyl, phenyl, and the ethylene group.

The ligand therefore exists as the enantiomeric (R,R) and (S,S) pair, as well as the achiral meso isomer.

DIPAMP was originally prepared by an oxidative coupling, starting from anisyl(phenyl)(methyl)phosphine.

Synthesis of L-DOPA via hydrogenation with the C 2 -symmetric diphosphine DIPAMP.
Structure of [Rh(DIPAMP)( cod )] + by X-ray crystallography . [ 3 ]