DIPAMP
From Infogalactic: the planetary knowledge core
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Names | |
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IUPAC name
Ethane-1,2-diylbis[(2-methoxyphenyl)phenylphosphane]
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Identifiers | |
55739-58-7 (R,R) 97858-62-3 (S,S) |
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ChemSpider | 9594634 |
Jmol 3D model | Interactive image Interactive image |
PubChem | 11419748 |
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Properties | |
C28H28O2P2 | |
Molar mass | 458.47 g/mol |
Vapor pressure | {{{value}}} |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references | |
DIPAMP is an organophosphorus compound that is used as a ligand in homogeneous catalysis. It is a white solid that dissolves in organic solvents. Work on this compound by W. S. Knowles was recognized with the Nobel Prize in Chemistry.[1] DIPAMP was the basis for of the first industrial scale asymmetric hydrogenation, the synthesis of the drug L-DOPA.[2]
DIPAMP is a chelating diphosphine. Each phosphorus centre, which is pyramidal, bears three different substituents - anisyl, phenyl, and the ethylene group. It 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 reaction, starting from anisyl(phenyl)(methyl)phosphine.
References
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- Bisphosphanes
- Hydrogenation catalysts