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Updated: Jun 19, 2025

Combining Solid-state and Solution-based Techniques: Synthesis and Reactivity of ChalcogenidoplumbatesII or IV
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Double Chalcogen Bonding Recognition Arrays in Solution.

Deborah Romito1, Hanspeter Kählig1, Paolo Tecilla2

  • 1Department of Organic Chemistry, Faculty of Chemistry, University of Vienna, Währinger Straße 38, 1090, Vienna, Austria.

Chemistry (Weinheim an Der Bergstrasse, Germany)
|July 26, 2024
PubMed
Summary
This summary is machine-generated.

Pyrselen, a novel Ebselen congener, demonstrates self-dimerization via chalcogen bonding. This molecular recognition capability highlights its potential in designing new chemical systems.

Keywords:
Chalcogen bondingDimerizationSelf-assemblyX-ray diffraction

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Area of Science:

  • Supramolecular Chemistry
  • Organoselenium Chemistry

Background:

  • Ebselen is a well-known organoselenium compound with diverse biological activities.
  • The exploration of novel Ebselen congeners can lead to new chemical properties and applications.
  • Chalcogen bonding is an important non-covalent interaction with growing applications in molecular recognition and materials science.

Purpose of the Study:

  • To synthesize and characterize N-substituted pyridino-based congeners of Ebselen, termed Pyrselen.
  • To investigate the self-dimerization behavior of Pyrselen in solution and the solid state.
  • To explore the potential of Pyrselen as a scaffold for chalcogen-bonding-based recognition motifs.

Main Methods:

  • Synthesis of Pyrselen compounds.
  • Solution and solid-state characterization techniques.
  • Dimerization constant measurements.
  • Computational studies (e.g., DFT) to analyze intermolecular interactions.

Main Results:

  • Pyrselen compounds were successfully synthesized.
  • Evidence of dimerization through a dual donor-acceptor arrangement of chalcogen bonding sites was observed in both solution and solid states.
  • Dimerization constants were quantified in the range of 5-50 M⁻¹.
  • Computational analyses revealed significant charge-transfer contributions to the dimerization process.

Conclusions:

  • Pyrselen effectively forms dimers via chalcogen bonding.
  • The observed charge-transfer interactions are crucial for the dimerization.
  • Pyrselen represents a promising scaffold for developing novel chalcogen-bonding-based recognition systems.