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3 protocols using 3 methylpyridine

1

Copper(II) Complex Characterization

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Copper(II) chloride dihydrate; 3,4-difluorophenylacetic acid; 2-methylpyridine; 3-methylpyridine; 2,2-diphenyl-1-picrylhydrazyl radical (DPPH); ascorbic acid; iron(II) sulfate; hydrogen peroxide; nitric acid; sodium salt of the salmon sperm DNA (SS-DNA); methanol; and DMSO were purchased from Sigma-Aldrich, St. Louis, MO, USA. These chemicals were used without any further treatment. Distilled water was used for the experimental work. The melting points of the synthesized complexes were recorded in a capillary tube using a digital electro-thermal melting point apparatus. Elemental analysis was performed on a Leco CHNS 932. A Perkin Elmer atomic absorption spectrometer A analyst 700 was used to determine the percentage of copper. The electronic absorption spectra (200–800 nm) of the complexes were recorded using a Perkin Elmer UV/Vis spectrometer Lambda 25 in DMSO solvent. A nicolet-6700 FT-IR spectrophotometer (Thermo Scientific, Waltham, MA, USA) was used to record FT-IR spectra in the range of 4000–400 cm−1, adopting the attenuated total reflectance (ATR) technique.
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2

Pyridine Derivative Synthesis Protocols

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Solvents and chemicals were used as received without further purification. 2,4-Lutidine (99%), 2,6-Lutidine (99%), 3-methylpyridine, and silica nanoparticle dispersion (Ludox TM, mass fraction of 50%) were purchased from Sigma-Aldrich (St Louis, MO, USA).
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3

Catalytic Synthesis of Organometallic Complexes

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Complex precursor [Ir(COD)(IMes)Cl] (IMes = 1,3bis(2,4,6-trimethylphenyl)imidazole-2-ylidene; COD = cyclooctadiene) and co-substrate 1-methyl-1,2,3-triazole (mtz) were synthesized according to published methods. [31, 32] Methanol-d 4 was purchased from Cambridge Isotope Laboratories. All other chemicals were purchased from Sigma-Aldrich (pyridine, pyrazine, 2-methylpyrazine, and 3-methylpyridine). Para-hydrogen (p-H 2 ) was produced with an in-house designed 2 L vessel embedded in a liquid nitrogen bath. Normal hydrogen (purity 5.0) was cooled down to 77 K in the presence of 100 ml of 4-8 MESH charcoal (Sigma-Aldrich). The resulting 51% p-H 2 was transported to an aluminum cylinder (Nitrous Oxides Systems, Holley Performance Products, Bowling Green, KY, USA), [33] with an adjustable output-pressure valve. Cask strength (58% ethanol/vol) single malt Scotch whisky was used for this investigation.
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