Bis(diethylamino)pentafluorophenylphosphane as Valuable Precursor for the Design of Tetrafluorophenylphosphanes, Tetrafluorophenylphosphinic and ‐phosphonic Acids | Zendy

Alter Christian | Zendy; Neumann Beate | Zendy; Stammler HansGeorg | Zendy; Hoge Berthold | Zendy

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Bis(diethylamino)pentafluorophenylphosphane as Valuable Precursor for the Design of Tetrafluorophenylphosphanes, Tetrafluorophenylphosphinic and ‐phosphonic Acids

Author(s) -

Alter Christian,

Neumann Beate,

Stammler HansGeorg,

Hoge Berthold

Publication year - 2018

Publication title -

european journal of inorganic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.667

H-Index - 136

eISSN - 1099-0682

pISSN - 1434-1948

DOI - 10.1002/ejic.201701402

Subject(s) - chemistry , hydrolysis , lithium (medication) , medicinal chemistry , fluorine , nitrogen atom , catalysis , stereochemistry , organic chemistry , group (periodic table) , medicine , endocrinology

Facile replacement of the p ‐fluorine atom in bis(diethylamino)pentafluorophenylphosphane [(Et 2 N) 2 PC 6 F 5 ] by organolithium derivatives LiR (R = CH 3 , n ‐Bu, Ph), lithium alkoxides (R = OMe, OEt) and amides (NMe 2 , NEt 2 ) is described. The obtained phosphanes p ‐R‐C 6 F 4 ‐P(NEt 2 ) 2 are fully characterized. Their acid‐catalyzed hydrolysis affords the corresponding phosphinic acids p ‐R‐C 6 F 4 ‐P(O)(H)OH, which are smoothly oxidized by treatment with a mixture of DMSO/I 2 to phosphonic acids p ‐R‐C 6 F 4 ‐P(O)(OH) 2 .

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