Abstract
In this work, firstly, thiophosphoryl chloride, PSCl3 (1), with 2,2’-dihydroxybiphenyl, 2,2′-HOC6H4C6H4OH (2) were reacted. 2, 2′-biphenoxy thiophosphinic chloride (3) was obtained from this reaction. Second, the reactions of compound (3) with sterically hindered phenol derivatives (4a–4h) were investigated. Novel alkyl-substituted phenyl 2, 2′-biphenyl-thiophosphinate esters (C6H4O)2P(S)OAr (5–12) were obtained from these reactions. Structures of (5–12) were defined by IR, 1H, 13C, 31P NMR spectroscopy, and elemental analysis. The molecular structures of 2, 2′-biphenyl 4-tert-butylphenyl thiophosphinate (11) and 2, 2′-biphenyl 3,4-di-methylphenyl thiophosphinate (6) were determined by single-crystal X-ray diffraction. Density functional theory (DFT) calculations of compounds 6 and 11 were made. The theoretical analysis of IR and NMR spectra was performed by DFT based on B3LYP level of theory.
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