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Electroactive Tetrathiafulvalenyl-1,2,3-triazoles by Click Chemistry: Cu- versus Ru-Catalyzed Azide–Alkyne Cycloaddition Isomers

Authors

  • Thomas Biet,

    1. LUNAM Université, Université d'Angers, CNRS UMR 6200, Laboratoire MOLTECH-Anjou, 2 bd Lavoisier, 49045 Angers (France), Fax: (+33) 02-41-73-54-05
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  • Dr. Thomas Cauchy,

    1. LUNAM Université, Université d'Angers, CNRS UMR 6200, Laboratoire MOLTECH-Anjou, 2 bd Lavoisier, 49045 Angers (France), Fax: (+33) 02-41-73-54-05
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  • Dr. Narcis Avarvari

    Corresponding author
    1. LUNAM Université, Université d'Angers, CNRS UMR 6200, Laboratoire MOLTECH-Anjou, 2 bd Lavoisier, 49045 Angers (France), Fax: (+33) 02-41-73-54-05
    • LUNAM Université, Université d'Angers, CNRS UMR 6200, Laboratoire MOLTECH-Anjou, 2 bd Lavoisier, 49045 Angers (France), Fax: (+33) 02-41-73-54-05
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Abstract

Two series of 4- and 5-tetrathiafulvalenyl-1,2,3-triazoles, as multifunctional ligands and precursors for molecular materials, have been synthesized by copper- or ruthenium-based “click” chemistry. The solid-state structures of three ligands and two CuII complexes were determined. Large differences in the electron-donating properties between the 1,4- and 1,5-isomers were evidenced by cyclic voltammetry. Theoretical calculations support this observation and allow the assignment of the electronic transitions observed in UV/Vis spectra of the ligands.

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