Trost ligand

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.

(R,R)-DACH-naphthyl Trost ligand, (1R,2R)-(+)-1,2-diaminocyclohexane-N,N′-bis(2-diphenylphosphino-1-naphthoyl)
Trost ligand
Names
IUPAC name
(1R,2R)-(+)-1,2-diaminocyclohexane-N,N'-bis(2-diphenylphosphinobenzoyl)
Other names
Trost's ligand
Identifiers
3D model (JSmol)
ChemSpider
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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Infobox references


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