Advances in trifluoromethylating phosphorus compounds

Article abstract of DOI:10.1080/10426509608545224

The System CF₃IMe₃P is re-investigated and Me₂PCF₃, Me₄P⁺I^-, (CF₃)₂PMe₃, Me₃PI₂, [Me₃(CF₃)P]⁺I^- are found as products. Using CF₃Br/P(NEt₂)₃ the phosphines R¹₂PCF₃ and R¹P(CF₃)₂ (e.g. R¹ = Me, iPr, NEt₂) can be obtained which are precursors either for phosphoranes (e.g. 1,2λ⁵σ⁵-oxaphosphetanes) or phosphonium salts (e.g. [R¹₂(Me)PCF₃]⁺X^- or [R¹(Me)P(CF₃)₂X^-]. The latter are deprotonated to furnish methylene phosphoranes R¹₂(CH₂=)PCF₃ or R¹(CH₂=)P(CF₃)₂, reactive synthons. From CF₃Br/ P(NEt₂)₃/P(OPh)₃ the phosphine P(CF₃)₃ is available, which turned out to be a potent electrophile. Amido phospites ROP(NEt₂)₂ and halides R²X (R²= CCl₂CF₃, X= Cl; R²= CF=CFCF₃, X= F; R²= C₆F₅, X= Br, I; R²= C(CF₃)₃, X= Br; R²= SCF₃, X= CF₃) undergo an ARBUZOV reaction.

Full text of DOI:10.1080/10426509608545224

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Phosphorus, Sulfur, and Silicon and
the Related Elements
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Advances in Trifluoromethylating
Phosphorus Compounds
Alexander Kolomeitsev , Michaela Görg , Uwe
Dieckbreder , Enno Lork & Gerd-Volker Röschenthaler
a Institute of Organic Chemistry, Ukrainian Academy of
Sciences , Murmanskaya 6, 252660 Kiev-94, Ukraine
b Institute of Inorganic and Physical Chemistry, University
of Bremen , Leobener Straße, 28334 Bremen, Germany
c Institute of Inorganic and Physical Chemistry, University
of Bremen , Leobener Straße, 28334 Bremen, Germany
d Institute of Inorganic and Physical Chemistry, University
of Bremen , Leobener Straße, 28334 Bremen, Germany
e Institute of Inorganic and Physical Chemistry, University
of Bremen , Leobener Straße, 28334 Bremen, Germany
Published online: 06 Aug 2008.
To cite this article: Alexander Kolomeitsev , Michaela Görg , Uwe Dieckbreder , Enno
Lork & Gerd-Volker Röschenthaler (1996) Advances in Trifluoromethylating Phosphorus
Compounds, Phosphorus, Sulfur, and Silicon and the Related Elements, 109:1-4, 597-600,
DOI: 10.1080/10426509608545224
To link to this article: http://dx.doi.org/10.1080/10426509608545224
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