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3 protocols using 4 pyridinemethanol

1

Synthesis of Ruthenium-Based Photocatalysts

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Carboxylic acid and amine difunctionalized PEGs (∼250 g mol−1), 4-pyridinecarboxaldehyde, 4-pyridinemethanol, and tris(bipyridine)ruthenium(ii) chloride were purchased from Sigma-Aldrich. Ethyl formate, phosphorus(v) oxychloride, tert-butylamine, ascorbic acid, and the other reagents were of analytical grade and used without further purification. Isocyanide tert-butane was synthesized according to the literature.32 (link)
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2

Synthesis and Biological Evaluation of Pyridine Derivatives

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2-Phenylpyridine, 4-pyridinemethanol, 4-dimethylaminopyridine,
methylnicotinate, N,N-diethylnicotinamide, 3-picoline,
4-picoline, 3-acetylpyridine, 9-ethylguanine, and 9-methyladenine
were purchased from Sigma-Aldrich. For the biological experiments,
RPMI-1640 medium, fetal bovine serum, l-glutamine, penicillin/streptomycin
mixture, trypsin/EDTA, and phosphate-buffered saline (PBS) were purchased
from PAA Laboratories GmbH. Cisplatin CDDP (≥99.9%), trichloroacetic
acid (≥99%), sulforhodamine B (75%), sodium phosphate monobasic
monohydrate (≥99%), sodium phosphate dibasic heptahydrate (≥99%),
acetic acid (≥99%), staurosporine, propidium iodide (>94%),
and RNase A were obtained from Sigma-Aldrich. Complex [(η5-Cpxph)Ir(phpy)Cl] was prepared according to reported
methods.6d
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3

Oxidation of Alcohols using TEMPO

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Sodium borohydride (NaBH4), silver(I) nitrate (AgNO3), sodium chloride (NaCl), 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO), 4-hydroxy-TEMPO (TEMPOL), benzyl alcohol, 4-pyridinemethanol, furfuryl alcohol, 1-phenylethanol, n-heptanol, tetrakisacetonitrile copper(I) triflate ([Cu(MeCN)4](CF3SO3)), 2,2‘-bipyridyl (bpy), 1-methylimidazole (NMI) and all solvents were purchased from Sigma-Aldrich (purity ≥ 97%), and used as received (supplied by Sigma-Aldrich (Steinheim, Germany)). Bis[2-(4-oxy-2,2,6,6-tetramethylpiperidine-1-oxyl)ethyl] disulfide (DISS) was prepared according the procedure described in our earlier papers [39 (link),42 (link)]. Argon and molecular oxygen were purchased from Air Products (purity ≥ 99,999%, Poland) and used as received. Milli-Q ultrapure water (resistivity 18.2 MΩ∙cm−1) was used throughout the experiments.
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