Russian Journal of General Chemistry

, Volume 87, Issue 12, pp 3036–3042 | Cite as

Synthesis of Homoleptic and Heteroleptic Ruthenium Complexes Appended with Glucosyl Ligand by the Click-to-Chelate Approach

  • N. Xiao
  • A. Cheng
  • Q. G. Zhu
  • Q. Cheng
  • R. B. Wu
  • B. R. Yu
  • Z. Wang
Letters to the Editor
  • 2 Downloads

Abstract

Homoleptic and heteroleptic complexes of Ru(TAGP-tapy)3Cl2 {TAGP-tapy is 2-[1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1H-1,2,3-triazol-4-yl]-pyridine} bearing a clustered glucose-derived ligand and Ru(bpy)2(TAGP-tapy)Cl2 (bpy is 2,2'-bipyridine) have been synthesized by the chelating reaction of RuCl3·3H2O with TAGP-tapy and cis-Ru(bpy)2Cl2 with TAGP-tapy, respectively. The bidentate 1,2,3-triazolelinked glucose-derived ligand TAGP-tapy was prepared by copper-catalyzed coupling (click reaction) of 2-ethynylpyridine with acetyl protected glucosyl azide, 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl azide (TAGP-N3). TAGP-N3 was prepared by nucleophilic substitution reaction of 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (TAGP-Br) with NaN3. These ruthenium complexes were purified by column chromatography or HPLC. Structures of the intermediates and ruthenium complexes were confirmed by HPLC, 1H and 13C NMR, FT-IR, and ESI-MS spectroscopies. UV-Vis and fluorescence spectroscopic methods were used to study optical properties of the ligand TAGP-tapy and ruthenium complexes. TAGP-tapy exhibited interesting solvent-polarity dependent fluorescence properties and a significant red-shift in emissions. Both complexes demonstrated distinctive fluorescence emission band in the visible region.

Keywords

homoleptic ruthenium complex heteroleptic ruthenium complex glucosyl ligand click-to-chelate carbohydrate-protein interactions 

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Copyright information

© Pleiades Publishing, Ltd. 2017

Authors and Affiliations

  • N. Xiao
    • 1
  • A. Cheng
    • 1
  • Q. G. Zhu
    • 1
  • Q. Cheng
    • 1
  • R. B. Wu
    • 1
  • B. R. Yu
    • 1
  • Z. Wang
    • 1
  1. 1.School of Pharmaceutical SciencesCapital Medical UniversityBeijingChina

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