Abstract

The synthesis of a series of mixed (bi)pyridyl/(bi)1,3,4-thiadiazolyl ligands, derived from the condensation of 2-mercapto-5-methylthio-1,3,4-thiadiazole or 5-mercapto-5'-methylthio-2,2'-bi-1,3,4-thiadiazole with 2,6-bis(chloromethyl)pyridine or 6,6’-bis(chloromethyl)-2,2’-bipyridine (compounds L1–L4), and of 2,5-dimercapto-1,3,4-thiadiazole or 5,5'-dimercapto-2,2'-di-1,3,4-thiadiazole with picolyl chloride hydrochloride or 6-chloromethyl-6'-methyl-2,2'-bipyridine (compounds L5–L8) in the presence of triethylamine is described. All new compounds have been characterized by FAB (+) spectrometry and NMR spectroscopy. 13C-NMR spectra are crucial to firmly establish the thiol structure of the title ligands.

Highlights

  • It is well known that luminescent and redox active polypyridine-type metal complexes are playing a key role as molecular components in the development of supramolecular species capable of harvesting solar energy and transforming light information at the molecular level [1]. Most of such supramolecular species are based on ruthenium (II) and osmium (II) tris-bidentate and/or bis-terdentatepyridyl building blocks [1d, 2]

  • Following our interest in the field of luminescent polypyridine ruthenium (II), osmium (II) and iridium (III) complexes [5], we report the synthesis and characterization of eight new mixedpyridyl/(bi)-1,3,4-thiadiazolyl ligands L1–L8 with the aim of studying the photochemical properties of their complexes with transition metals

  • The reaction produced a mixture of mono-(methylthio) derivative 2 (26%) and bis-(methylthio) derivative (30%), which were separated by exploiting their different solubility in the reaction medium

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Summary

Introduction

It is well known that luminescent and redox active polypyridine-type metal complexes are playing a key role as molecular components in the development of supramolecular species capable of harvesting solar energy and transforming light information at the molecular level [1]. Most of such supramolecular species are based on ruthenium (II) and osmium (II) tris-bidentate and/or bis-terdentate (poly)pyridyl building blocks [1d, 2]. Following our interest in the field of luminescent polypyridine ruthenium (II), osmium (II) and iridium (III) complexes [5], we report the synthesis and characterization of eight new mixed (bi)pyridyl/(bi)-1,3,4-thiadiazolyl ligands L1–L8 (vide infra, Schemes 1 and 2) with the aim of studying the photochemical properties of their complexes with transition metals

Results and Discussion
CH3 mn R L5 0 0 H L6 1 0 H L7 0 1 CH3 L8 1 1 CH3
Conclusions

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