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Cristian L Gutiérrez-Peña1, Macarena Poyatos1, Eduardo Peris1

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New rhodium and iridium complexes, derived from N-heterocyclic carbene precursors, exhibit redox-switching catalytic properties in alkynoic acid cycloisomerization, demonstrating metal sensitivity to electronic NDI changes.

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Area of Science:

  • Organometallic Chemistry
  • Catalysis
  • Electrochemistry

Background:

  • N-heterocyclic carbenes (NHCs) are versatile ligands in organometallic chemistry.
  • Napthalenediimide (NDI) derivatives offer tunable electronic properties.
  • Redox-active ligands can modulate metal center reactivity.

Purpose of the Study:

  • To synthesize novel dimetallic rhodium and iridium complexes using bis-(propyl-imidazolium)-napthalenediimide (NDI) NHC precursors.
  • To investigate the electronic communication between the NDI moiety and the metal centers.
  • To evaluate the catalytic performance of these complexes in cycloisomerization reactions, focusing on redox-switching capabilities.

Main Methods:

  • Synthesis of bis-(propyl-imidazolium)-napthalenediimide salts.
  • Preparation of dimetallic rhodium and iridium complexes.
  • Infrared spectroelectrochemistry to study electronic states.
  • Catalytic testing in alkynoic acid cycloisomerization.

Main Results:

  • Successful synthesis of two bis-(propyl-imidazolium)-napthalenediimide based NHC precursors.
  • Formation of dimetallic rhodium and iridium complexes.
  • Spectroelectrochemical data revealed metal center sensitivity to NDI electronic state.
  • Catalytic evaluation demonstrated effective redox-switching behavior in cycloisomerization.

Conclusions:

  • The synthesized NDI-NHC complexes provide a platform for redox-switchable catalysis.
  • Electronic modulation of the NDI unit influences the reactivity of rhodium and iridium centers.
  • These complexes show promise for controlled catalytic transformations.