Eu(hfc)3

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Eu(hfc)3
Eu(hfc)3 with stereochem.svg
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.047.452 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 252-214-0
PubChem CID
  • InChI=1S/3C14H15F7O2.Eu/c3*1-10(2)6-4-5-11(10,3)8(22)7(6)9(23)12(15,16)13(17,18)14(19,20)21;/h3*6,23H,4-5H2,1-3H3;/q;;;+3/p-3/b3*9-7-;
    Key: VGLKHVQPWGFXEG-NCJHBDPTSA-K
  • CC1(C2(C(=O)/C(=C(\[O-])/C(F)(F)C(F)(F)C(F)(F)F)/C1CC2)C)C.CC1(C2(C(=O)/C(=C(\[O-])/C(F)(F)C(F)(F)C(F)(F)F)/C1CC2)C)C.CC1(C2(C(=O)/C(=C(\[O-])/C(F)(F)C(F)(F)C(F)(F)F)/C1CC2)C)C.[Eu+3]
Properties
C42H42EuF21O6
Molar mass 1193.722 g·mol−1
Appearanceyellow solid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Eu(hfc)3 is the metalloorganic compound with the formula Eu(C14F7O2)3. It is a structural analogue of Eufod but contains three heptafluoropropylhydroxymethylene)camphorate anions instead of heptafluoro-tert-butyl pentanedionates. It features an octahedral molecular geometry Eu(III) center. Like Eufod, it is used as a chemical shift reagent (CSR), to increase the dispersion of signals in NMR spectra, exploiting its Lewis acidity and paramagnetism. [1]

Contents

Both Eufod and Eu(hfc)3 are chiral, but unlike Eufod, Eu(hfc)3 exists as a single enantiomer owing to chirality of its camphor-derived ligands. Consequently, Eu(hfc)3 forms diastereomeric adduct with chiral Lewis bases. In this way, Eu(hfc)3 can be useful for determining optical purity.

Reactions

Eu(hfc)3 forms 1:2 adducts with hard Lewis bases: [2]

Eu(hfc)3 + 2 L ⇌ Eu(hfc)3L2

This reaction is highly reversible, as required for the complex to serve as a CSR.

References

  1. ↑ Axt, Mariane; Alifantes, João; Costa, Valentim Emílio Uberti (1999). "Use of Chiral Lanthanide Shift Reagents in the Elucidation of NMR Signals from Enantiomeric Mixtures of Polycyclic Compounds". Journal of the Chemical Society, Perkin Transactions 2 (12): 2783–2788. doi:10.1039/A904473F.
  2. ↑ Tsurui, Makoto; Kitagawa, Yuichi; Shoji, Sunao; Fushimi, Koji; Hasegawa, Yasuchika (2023). "Enhanced circularly polarized luminescence of chiral Eu(III) coordination polymers with structural strain". Dalton Transactions. 52 (3): 796–805. doi:10.1039/D2DT03422K. PMID   36594374.
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