Synthesis and structures of EOM-protected 2,6-bis(diphenylphosphino)-4-methylphenol and its deprotected P-chalcogenides, 2,6-bis(Ph2P = E)-4-methylphenols (E = O, S, Se).

Autor: Urnezius, Eugenijus, Gushtyuk, Elizabeth I., Huynh, Bao Q., Young, Brytney M., Valente, Edward J.
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Zdroj: Phosphorus, Sulfur & Silicon & the Related Elements; 2023, Vol. 198 Issue 3, p215-222, 8p
Abstrakt: Ethoxymethyl (EOM) group was used to protect the phenol functionality on 2,6-dibromo-4-methylphenol. Subjecting the protected phenol to n-butyllithium followed by reaction with chlorodiphenylphosphine produced 2,6-bis(diphenylphosphino)-4-methyl-ethoxymethylphenol (1). Reactions of 1 with H2O2, S8 and Se (grey) followed by treatment with HCl led to isolation of 2,6-bis(diphenylphosphinyl)-4-methylphenol (3a), 2,6-bis(diphenylphosphinothioyl)-4-methylphenol (3b), and 2,6-bis(diphenylphosphinoselenoyl)-4-methylphenol (3c). Compounds 1 and 3a–b were fully characterized by multinuclear NMR and high-resolution mass spectrometry. In addition, compounds 1, 3a·(HOO)2C(CH3)2, 3b, and 3c were characterized by single crystal X-ray diffraction experiments. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index