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

Probing selectivity in recognition-mediated dynamic covalent processes.

Raphael M Bennes1, Douglas Philp

  • 1EaStCHEM and Centre for Biomolecular Sciences, School of Chemistry, University of St. Andrews, North Haugh, St. Andrews, Fife KY16 9ST, United Kingdom.

Organic Letters
|August 11, 2006
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

A Dissipative Reaction Network Drives Transient Solid-Liquid and Liquid-Liquid Phase Cycling of Nanoparticles.

Angewandte Chemie (International ed. in English)·2023
Same author

An electric molecular motor.

Nature·2023
Same author

A Molecular Replication Process Drives Supramolecular Polymerization.

Journal of the American Chemical Society·2021
Same author

Encoding Multiple Reactivity Modes within a Single Synthetic Replicator.

Journal of the American Chemical Society·2020
Same author

Single-Crystal Polycationic Polymers Obtained by Single-Crystal-to-Single-Crystal Photopolymerization.

Journal of the American Chemical Society·2020
Same author

Combining Intra- and Intermolecular Charge Transfer with Polycationic Cyclophanes To Design 2D Tessellations.

Journal of the American Chemical Society·2019
Same journal

Acid-Catalyzed Synthesis of C-6-Esterified Sugar Acceptors from Acetals/Ketals Using Esters as Acyl Donors.

Organic letters·2026
Same journal

Asymmetric Hydrophosphination of Quinolinones and Chromones Catalyzed by Chiral Phosphoric Acid.

Organic letters·2026
Same journal

Cellobiose-Derived β-Linked Disaccharide Donor Enables Convergent Syntheses of <i>Acinetobacter baumannii</i> K91 and K25 Capsular Trisaccharides.

Organic letters·2026
Same journal

Iodine-Mediated On-DNA Oxidative Cyclization of 2-Pyridylhydrazones for 1,2,4-Triazolo[4,3-<i>a</i>]pyridines.

Organic letters·2026
Same journal

Manipulating the Activity and Diastereoselectivity of ω-Transaminase for the Synthesis of Bulky Aminopiperidines with Contiguous Stereocenters.

Organic letters·2026
Same journal

Total Synthesis of Voratin C: Formation of the [6,5]-Spiroketal Core through Acid-Mediated Epoxide Cascade Opening.

Organic letters·2026
See all related articles

This study reveals that recognition-driven dynamic systems show less selectivity than expected due to compensatory effects. These dynamic covalent chemistry systems explore kinetics and thermodynamics in equilibrium reactions.

Area of Science:

  • Chemical kinetics and thermodynamics
  • Dynamic covalent chemistry
  • Supramolecular chemistry

Background:

  • Dynamic covalent chemistry (DCC) systems offer adaptive and reversible molecular architectures.
  • Understanding the interplay between kinetics and thermodynamics is crucial for designing efficient DCC systems.
  • Recognition-mediated processes can influence equilibrium positions and reaction rates.

Purpose of the Study:

  • To investigate the role of kinetics and thermodynamics in recognition-mediated dynamic Diels-Alder reactions.
  • To quantify the selectivity of recognition-driven dynamic processes in exchanging libraries.
  • To elucidate the factors contributing to equilibrium position and time-to-equilibrium in these systems.

Main Methods:

  • Utilized two distinct recognition-mediated dynamic Diels-Alder systems.

Related Experiment Videos

  • Employed kinetic and thermodynamic analyses to study reaction equilibria.
  • Investigated the influence of component conversion on library selectivity.

    • Main Results:

    • Demonstrated that recognition-driven dynamic processes exhibit lower selectivity than predicted by free-energy differences.
    • Identified compensatory effects, arising from product conversion extent, as a key factor in reduced selectivity.
    • Established a quantitative relationship between system dynamics and observed equilibrium characteristics.

    Conclusions:

    • The selectivity in recognition-mediated dynamic systems is modulated by dynamic conversion processes.
    • Thermodynamic driving forces alone do not fully dictate the equilibrium outcome in these complex systems.
    • This work provides insights into the rational design of dynamic libraries with predictable behavior.