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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 H 2 O 2 , S 8  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) 2 C(CH 3 ) 2 ,  3b , and  3c  were characterized by single crystal X-ray diffraction experiments.

phosphorus, sulfur, and silicon and the related elements

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