Trost ligand
Appearance
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Names | |
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IUPAC name
(1R,2R)-(+)-1,2-diaminocyclohexane-N,N'-bis(2-diphenylphosphinobenzoyl)
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Other names
Trost's ligand
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Identifiers | |
3D model (JSmol)
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ChemSpider | |
PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C44H40N2O2P2 | |
Molar mass | 690.75 g/mol |
Appearance | White solid |
Melting point | 136 to 142 °C (277 to 288 °F; 409 to 415 K) |
Insoluble; soluble in organic solvents (e.g. acetonitrile, dichloromethane) 1,4-dioxane, methanol, tetrahydrofuran, toluene | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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The Trost ligand is a diphosphine used in the palladium-catalyzed Trost asymmetric allylic alkylation. Other C2-symmetric ligands derived from trans-1,2-diaminocyclohexane (DACH) have been developed, such as the (R,R)-DACH-naphthyl ligand derived from 2-diphenylphosphino-1-naphthalenecarboxylic acid. Related bidentate phosphine-containing ligands derived from other chiral diamines and 2-diphenylphosphinobenzoic acid have also been developed for applications in asymmetric synthesis.
![](http://upload.wikimedia.org/wikipedia/commons/thumb/8/88/Trost_ligand2.png/220px-Trost_ligand2.png)
External links