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"Anti-electrostatic" halogen bonding in solution.

Cody Loy1, Jana M Holthoff2, Robert Weiss3

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Summary
This summary is machine-generated.

Anionic halogen bonding (XB) was observed for the first time, forming complexes between halide anions and an anionic XB donor. This demonstrates XB

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Area of Science:

  • Supramolecular Chemistry
  • Chemical Bonding
  • Anion Recognition

Background:

  • Halogen bonding (XB) typically involves neutral donors and acceptors.
  • Electrostatic repulsion usually prevents anion-anion interactions.
  • Understanding non-covalent interactions is crucial in chemistry.

Purpose of the Study:

  • To characterize halogen-bonded (XB) complexes between halide anions and an anionic XB donor in solution.
  • To investigate the strength of XB interactions in overcoming electrostatic repulsion between anions.
  • To explore the spectroscopic properties of anion-anion XB complexes.

Main Methods:

  • Solution-state characterization of XB complexes.
  • Spectroscopic analysis (UV-Vis) of anion-anion complexes.
  • Determination of formation constants for XB associations.

Main Results:

  • First-time characterization of XB complexes between halide anions and a cyclopropenylium-based anionic XB donor.
  • Spontaneous formation of these complexes demonstrates XB strength overcoming anion-anion electrostatic repulsion.
  • Formation constants are comparable to halide interactions with neutral electrophiles, but UV-Vis spectra differ.

Conclusions:

  • Halogen bonding can effectively mediate interactions between two anions, challenging previous assumptions.
  • The identification of XB anion-anion complexes broadens the scope of feasible XB systems.
  • These findings offer vital insights into the fundamental nature of halogen bonding interactions.