Synthesis, Characterization, and Crystal Structure of Hexavalent Bis (2-Pyridyl)/2-Pyridyl Aryl Selenones

INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY(2022)

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摘要
Hexavalent oxide derivatives of bis(2-pyridyl)/2-pyridyl aryl selenides are anticipated as a new class of biological active compounds due to the presence of pyridine ring, that act as essential building blocks for numerous biological functions. Thus, the development of new methodologies for the synthesis of this class of compounds represents a prime endeavor in synthetic chemistry. A variety of 2-pyridyl aryl selenones has, therefore, been synthesized through N-protected oxidation of corresponding 2-pyridyl aryl selenides. Oxidation of the prepared selenides was carried out using potassium permanganate, a powerful oxidizing agent in glacial acetic acid as solvent by stirring at room temperature. The completion of the reaction was confirmed with the chromatographic method such as thin layer chromatography. The reaction mixture was neutralized with saturated solution of sodium bicarbonate and extracted with dichloromethane, which on evaporation of solvent and recrystallization resulted into the synthesis of titled white crystalline solid bis(2-pyridyl)/2-pyridyl aryl selenones. All these newly synthesized unknown selenones were characterized analytically, thereto gravimetrically analysis, and through nuclear magnetic resonance, infrared, mass spectrometry, and crystallography. X-ray crystal analysis of bis(2-pyridyl)/2-(3-methylpyridyl) phenyl selenones was performed which reveals the monoclinic structure with P21/c for 2-(3 methylpyridyl) phenyl selenone whereas triclinic with P-1 space group for bis(2-pyridyl) selenone.
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关键词
2-Pyridyl, Glacial acetic acid, Phenyl, Potassium permanganate, Selenone
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