Jove
Visualize
Contact Us
JoVE
x logofacebook logolinkedin logoyoutube logo
ABOUT JoVE
OverviewLeadershipBlogJoVE Help Center
AUTHORS
Publishing ProcessEditorial BoardScope & PoliciesPeer ReviewFAQSubmit
LIBRARIANS
TestimonialsSubscriptionsAccessResourcesLibrary Advisory BoardFAQ
RESEARCH
JoVE JournalMethods CollectionsJoVE Encyclopedia of ExperimentsArchive
EDUCATION
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab ManualFaculty Resource CenterFaculty Site
Terms & Conditions of Use
Privacy Policy
Policies

Related Experiment Videos

Resolution of seven-coordinate complexes.

Anders Lennartson1, Marcus Vestergren, Mikael Håkansson

  • 1Department of Chemistry, Göteborg University, 41296 Göteborg, Sweden.

Chemistry (Weinheim an Der Bergstrasse, Germany)
|January 26, 2005
PubMed
Summary

Lanthanide complexes with dibenzoylmethane spontaneously resolve into enantiopure forms. This study details their crystal structures and a new method for quantifying enantiomeric excess in labile compounds.

Related Concept Videos

You might also read

Related Articles

Articles linked to this work by shared authors, journal, and citation graph.

Sort by
Same author

Publisher Correction: Toxic thallium.

Nature chemistry·2019
Same author

Low Molecular Weight Norbornadiene Derivatives for Molecular Solar-Thermal Energy Storage.

Chemistry (Weinheim an der Bergstrasse, Germany)·2016
Same author

Spin Crossover in Fe(II) Complexes with N4S2 Coordination.

Inorganic chemistry·2016
Same author

Tuning the photochemical properties of the fulvalene-tetracarbonyl-diruthenium system.

Dalton transactions (Cambridge, England : 2003)·2016
Same author

Reversible Guest Binding in a Non-Porous Fe(II) Coordination Polymer Host Toggles Spin Crossover.

Chemistry (Weinheim an der Bergstrasse, Germany)·2015
Same author

Antiplasmodial and cytotoxic activities of the constituents of Turraea robusta and Turraea nilotica.

Journal of ethnopharmacology·2015

Area of Science:

  • Inorganic Chemistry
  • Crystallography
  • Supramolecular Chemistry

Background:

  • Seven-coordinate lanthanide complexes with dibenzoylmethane (dbm) ligands were synthesized.
  • The crystal structures of [Pr(dbm)3H2O] (1), [Sm(dbm)3H2O] (2), and [Er(dbm)3H2O] (3) were determined.
  • These complexes exhibit propeller-shaped, chiral molecules crystallizing in space group R3.

Purpose of the Study:

  • To elucidate the supramolecular interactions governing stereochemical information transfer in these complexes.
  • To develop and apply a method for quantifying enantiomeric excess (ee) in bulk samples of stereochemically labile compounds using solid-state CD spectroscopy.
  • To report the first instance of spontaneous resolution of bulk quantities of seven-coordinate complexes lacking chiral or polydentate ligands.

Main Methods:

Related Experiment Videos

  • X-ray crystallography to determine the three-dimensional structures of the lanthanide complexes.
  • Analysis of crystal structures to identify supramolecular interactions, such as quadruple helix formation.
  • Solid-state Circular Dichroism (CD) spectroscopy to quantify enantiomeric excess in bulk samples.

Main Results:

  • Crystal structure analysis revealed propeller-shaped, chiral molecules forming conglomerates with quadruple helix supramolecular interactions.
  • A novel method using solid-state CD spectroscopy was established to quantify enantiomeric excess in labile compounds.
  • Compounds 1-3 demonstrated complete spontaneous resolution immediately after synthesis, yielding microcrystalline, enantiopure products.

Conclusions:

  • The study demonstrates spontaneous resolution of seven-coordinate lanthanide complexes without chiral auxiliaries, a first for this class of compounds.
  • Supramolecular interactions, including quadruple helices, play a crucial role in transferring stereochemical information.
  • The preparation method, involving spontaneous resolution without seeding, can be considered an absolute asymmetric synthesis.