TRISPHAT
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| Template:Longitem | [C16H36N][C18Cl12O6P] |
| Molar mass | 1011.06 |
| Appearance | colourless solid |
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TRISPHAT (full name tris(tetrachlorocatecholato)phosphate(1−)) is an inorganic anion with the formula Template:Chem/link often prepared as the tributylammonium (Template:Chem/link) or tetrabutylammonium (Template:Chem/link salt. The anion features phosphorus(V) bonded to three tetrachlorocatecholate (Template:Chem/link) ligands. This anion can be resolved into the axially chiral enantiomers, which are optically stable (the picture shows the Δ enantiomer).
The TRISPHAT anion has been used as a chiral shift reagent for cations.[1] It improves the resolution of 1H NMR spectra by forming diastereomeric ion pairs.
Preparation
The anion is prepared by treatment of phosphorus pentachloride with tetrachlorocatechol followed by a tertiary amine gives the anion:
- PCl5 + 3 C6Cl4(OH)2 → H[P(O2C6Cl4)3] + 5 HCl
- H[P(O2C6Cl4)3] + Bu3N → Bu3NH+ [P(O2C6Cl4)3]−
Using a chiral amine, the anion can be readily resolved.[2]
References
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