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

How to synthesize macrocycles efficiently by using virtual combinatorial libraries.

Ole Storm1, Ulrich Lüning

  • 1Institut für Organische Chemie Christian-Albrechts-Universität zu Kiel Otto-Hahn-Platz 4, 24098 Kiel, Germany.

Chemistry (Weinheim an Der Bergstrasse, Germany)
|February 22, 2002
PubMed
Summary
This summary is machine-generated.

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

Synthesis and crystal structure of allyl 7-(di-ethyl-amino)-2-oxo-2<i>H</i>-chromene-3-carboxyl-ate.

Acta crystallographica. Section E, Crystallographic communications·2021
Same author

Substituted 1,3,5-Triazine Hexacarboxylates as Potential Linkers for MOFs.

Molecules (Basel, Switzerland)·2019
Same author

Christoph Rüchardt (1929-2018).

Angewandte Chemie (International ed. in English)·2018
Same author

Elongated and substituted triazine-based tricarboxylic acid linkers for MOFs.

Beilstein journal of organic chemistry·2017
Same author

Mechanochemical Cycloreversion of Cyclobutane Observed at the Single Molecule Level.

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

Pinpointing mechanochemical bond rupture by embedding the mechanophore into a macrocycle.

Angewandte Chemie (International ed. in English)·2015

Alkaline earth ions selectively form macrocycles from a virtual library. Different ions direct synthesis toward specific cyclic diamines, enabling simultaneous production of multiple macrocycles.

Area of Science:

  • Supramolecular Chemistry
  • Organic Synthesis
  • Combinatorial Chemistry

Background:

  • Virtual combinatorial libraries (VCLs) offer a powerful platform for discovering novel molecular architectures.
  • Macrocycle synthesis is crucial for various applications, including drug delivery and catalysis.
  • Template-directed synthesis using metal ions provides a controlled approach to macrocycle formation.

Purpose of the Study:

  • To describe the selection of diimines by alkaline earth ions from a VCL.
  • To demonstrate the directed synthesis of specific macrocyclic diamines using metal ion templates.
  • To illustrate the scope of a thermodynamically controlled, reversible approach for macrocycle synthesis.

Main Methods:

  • Utilized a virtual combinatorial library (VCL) for diimine selection.

Related Experiment Videos

  • Employed alkaline earth ions (Mg2+, Ca2+, Ba2+) as templates to direct macrocycle formation.
  • Stabilized products via reduction to diamines for facile analysis.
  • Conducted competition experiments to assess simultaneous synthesis capabilities.

    • Main Results:

    • Successfully selected and stabilized diimines (4 a-c) and diamines (6 a-c) using alkaline earth ions.
    • Demonstrated that different alkaline earth ions with varying radii can direct the VCL toward specific target macrocycles (6 a-c).
    • Showed the simultaneous synthesis of macrocycles 6 a, 6 b, and 6 c using a mixture of Mg2+, Ca2+, and Ba2+ ions.

    Conclusions:

    • Alkaline earth ions effectively template the synthesis of macrocyclic diamines from a VCL.
    • The presented method allows for directed and simultaneous synthesis of multiple macrocycles.
    • This thermodynamically controlled, reversible approach broadens the scope of accessible macrocyclic structures.