Phenolysis of 2, 2?-Biphenoxy Thiophosphinic Chloride: Crystal Structures and DFT Calculations of 2, 2?-Biphenyl 4-Tert-Butylphenyl Thiophosphinate and 2, 2?-Biphenyl 3,4-di-Methylphenyl Thiophosphinate
Küçük Resim Yok
Tarih
2023
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Taylor & Francis Ltd
Erişim Hakkı
info:eu-repo/semantics/closedAccess
Özet
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)(2)P(S)OAr (5-12) were obtained from these reactions. Structures of (5-12) were defined by IR, H-1, C-13, P-31 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.
Açıklama
Anahtar Kelimeler
Sterically hindered phenols, thiophosphoryl chloride, phosphorothionates, 2,2 '-dihydroxybiphenyl, X-ray crystal structure, DFT calculations
Kaynak
Polycyclic Aromatic Compounds
WoS Q Değeri
Q2
Scopus Q Değeri
Q3
Cilt
43
Sayı
8
