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

Abstract

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.[a] Universität Bielefeld,

Non‐emissive RuII Polypyridyl Complexes as Efficient and Selective Photosensitizers for the Photooxidation of Benzylamines

“…Complex [IrL1] and other related derivatives had been previously reported by Aoki . Moreover, the reaction of rac ‐[Ir(μ‐Cl)(ppy) 2 ] 2 with ligand HL6 gave a mixture of the expected product along with the respective methanolysis derivative in which the F atom in para has been substituted by a ‐OMe group (Table SI2 and Scheme SI2) . The Ir III derivatives also exhibit C1 symmetry and were isolated as racemic mixtures in the form of air‐ and moisture‐stable yellow solids.…”

Synthesis and characterization of a novel highly phosphonated water‐insoluble polymer

“…The precursor C 6 F 5 P(NEt 2 ) 2 was prepared as described in the literature. All other chemicals were obtained from commercial sources and used without further purification.…”

Tetrafluoroaryl Phosphonic Acid Functionalized Polyphosphazenes – Synthesis, Characterization, and Evaluation of Proton Conductivity

“…As previously described by our group, bis(diethylamino)pentafluorophenylphosphane (1) is readily functionalized with LiOMe to furnish the corresponding phosphane 2 in a 66 % yield (Scheme 1, I). [15] An alternative synthesis makes use of the coupling of lithium tetrafluoroanisole and ClP(NEt 2 ) 2 (3) (Scheme 1, II). The employment of this new synthetic route allows the preparation of phosphane 2 in higher yields (85 %) and quantities up to 20 g. Hydrolysis of aminophosphane 2 with aqueous HCl and subsequent mild oxidation of the obtained phosphinic acid 4 with DMSO/I 2 led to the formation of phosphonic acid 5 (Scheme 2).…”

“…The employment of this new synthetic route allows the preparation of phosphane 2 in higher yields (85 %) and quantities up to 20 g. Hydrolysis of aminophosphane 2 with aqueous HCl and subsequent mild oxidation of the obtained phosphinic acid 4 with DMSO/I 2 led to the formation of phosphonic acid 5 (Scheme 2). [15] The analytic data of the described derivatives 1-5 are extensively elaborated in our previous report. [15] Treatment of 5 with oxalyl chloride in the presence of catalytical amounts of DMF in dichloromethane quantitatively furnished phosphonic acid chloride 6 as a yellow solid (Scheme 3).…”

“…[15] The analytic data of the described derivatives 1-5 are extensively elaborated in our previous report. [15] Treatment of 5 with oxalyl chloride in the presence of catalytical amounts of DMF in dichloromethane quantitatively furnished phosphonic acid chloride 6 as a yellow solid (Scheme 3). [16] 31 P NMR spectroscopic analysis in CDCl 3 reveals a resonance at 11.…”