Synthesis of Homoleptic and Heteroleptic Ruthenium Complexes Appended with Glucosyl Ligand by the Click-to-Chelate Approach
Homoleptic and heteroleptic complexes of Ru(TAGP-tapy) 3 Cl 2 {TAGP-tapy is 2-[1-(2,3,4,6-tetra- O -acetyl-β-D-glucopyranosyl)-1 H -1,2,3-triazol-4-yl]-pyridine} bearing a clustered glucose-derived ligand and Ru(bpy) 2 (TAGP-tapy)Cl 2 (bpy is 2,2'-bipyridine) have been synthesized by the chelat...
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Published in | Russian journal of general chemistry Vol. 87; no. 12; pp. 3036 - 3042 |
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Main Authors | , , , , , , |
Format | Journal Article |
Language | English |
Published |
Moscow
Pleiades Publishing
01.12.2017
Springer Nature B.V |
Subjects | |
Online Access | Get full text |
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Summary: | Homoleptic and heteroleptic complexes of Ru(TAGP-tapy)
3
Cl
2
{TAGP-tapy is 2-[1-(2,3,4,6-tetra-
O
-acetyl-β-D-glucopyranosyl)-1
H
-1,2,3-triazol-4-yl]-pyridine} bearing a clustered glucose-derived ligand and Ru(bpy)
2
(TAGP-tapy)Cl
2
(bpy is 2,2'-bipyridine) have been synthesized by the chelating reaction of RuCl
3
·3H
2
O with TAGP-tapy and
cis
-Ru(bpy)
2
Cl
2
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-N
3
). TAGP-N
3
was prepared by nucleophilic substitution reaction of 2,3,4,6-tetra-
O
-acetyl-α-D-glucopyranosyl bromide (TAGP-Br) with NaN
3
. These ruthenium complexes were purified by column chromatography or HPLC. Structures of the intermediates and ruthenium complexes were confirmed by HPLC,
1
H and
13
C 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. |
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ISSN: | 1070-3632 1608-3350 |
DOI: | 10.1134/S1070363217120507 |