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Tributylammonium TRISPHAT is the an organic salt with the formula [(C4H9)3NH]+[P(O2C6Cl4)3-]. The anion features phosphorus(V) bonded to three tetrachlorocatecholate (C6Cl4O22-) ligands. This anion can be resolved into the enantiomers, which are optically stable (the picture shows the Δ enantiomer).
Additional recommended knowledge
The TRISPHAT anion has been used as a “chiral shift reagent” for cations. It improves the resolution of 1H NMR spectra by forming diastereomeric ion pairs.
The anion is prepared by treatment of phosphorus pentachloride with tetrachlorocatechol followed by a tertiary amine gives the anion:
H[P(O2C6Cl4)3] + Bu3N Bu3NH+ [P(O2C6Cl4)3]- Using a chiral amine, the anion can be readily resolved.
|This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "TRISPHAT". A list of authors is available in Wikipedia.|