Hubbry Logo
search
logo
1381446

TRISPHAT

logo
Community Hub0 Subscribers
Write something...
Be the first to start a discussion here.
Be the first to start a discussion here.
See all
TRISPHAT

TRISPHAT (full name tris(tetrachlorocatecholato)phosphate(1−)) is an inorganic anion with the formula P(O
2
C
6
Cl
4
)
3
often prepared as the tributylammonium ((C
4
H
9
)
3
NH+
) or tetrabutylammonium ((C
4
H
9
)
4
N+
salt. The anion features phosphorus(V) bonded to three tetrachlorocatecholate (C
6
Cl
4
O2−
2
) 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. 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:

Using a chiral amine, the anion can be readily resolved.

See all
User Avatar
No comments yet.