Sodium phenyldiselenophosphonate salts and Se-alkyl-O-alkylphenyl-phosphonodiselenoates and Se,Se′-dialkyl-O,O′-dialkyl-bis(phenylphosphonodiselenoate)s

The reaction of sodium alkoxides [R1ONa, R1 = CH3, CH3CH2, (CH3)2CH and CH3CH2CH2] with 2,4-diphenyl-1,3-diselenadiphosphetane-2,4-diselenide [PhP(Se)(μ-Se)]2 (Woollins’ reagent, WR) gave the non-symmetric sodium phenyldiselenophosphonate salts 1a–1d, the latter were further treated with haloalkanes [R2X, R2 = alkyl and aryl; X = Br, Cl and I] or dihaloalkanes [Br-(CH2)n-Br, n = 1–3 and BrCH2C6H4CH2Br-p] to afford a series of new Se-alkyl O-alkylphenylphosphonodiselenoate esters 2a–2k and Se,Se′-dialkyl-O,O′-dialkyl bis(phenylphosphonodiselenoate) esters 3a–3j in good to excellent yields.

Graphical abstractThe synthesis of new Se-alkyl O-alkylphenylphosphonodiselenoate esters and Se,Se′-dialkyl-O,O′-dialkyl bis(phenylphosphonodiselenoate) esters is described.Figure optionsDownload full-size imageDownload as PowerPoint slide