Synthesis Of Phosphine Oxides Research Articles

Ligand-Free Iron-Catalyzed Construction of C-P Bonds via Phosphorylation of Alcohols: Synthesis of Phosphine Oxides and Phosphine Compounds.

An efficient method for the construction of C-P(V) and C-P(III) bonds via the iron-catalyzed phosphorylation of alcohols under ligand-free conditions is disclosed. This strategy represents a straightforward process to prepare a series of phosphine oxides and phosphine compounds in good to excellent yields from the readily available alcohols and P-H compounds. A plausible mechanism is also proposed. We anticipate that this mode of transforming simple alcohols would apply in chemical synthesis widely.

Electron Donor‐Acceptor Complex Initiated Photochemical Phosphorus Arylation with Diaryliodonium Salts toward the Synthesis of Phosphine Oxides

AbstractArylation of amino‐, diamino‐ and triaminophosphines with aryl(mesityl)iodonium triflates under blue light irradiation followed by oxidative P−N bond cleavage in the in situ generated amino phosphonium salts under hydrolytic conditions represent a method for the synthesis of substituted arylphosphine oxides, arylphosphinic and arylphosphonic amides respectively. The proposed approach is based on using visible light as the only promoter for the C−P bond formation, accommodates a variety of functional groups, and can be applied to the late‐stage C−H functionalization of drug molecules.

Synthesis of phosphine oxides with tris(benzoxazole/benzothiazole) moieties and their OLED characteristics

ABSTRACTWe have developed a series of phosphine oxides with heterocycles for the light-emitting materials of various colors. In this study, we report novel phosphine oxides with tris(benzoxazole/benzothiazole) moieties, such as (4-(benzo[d]thiazol-2-yl)phenyl)phosphine oxide (4-TBTPO) and tris(4-(benzo[d]oxazol-2-yl)phenyl)phosphine oxide (4-TBOPO). The cyclization reactions were carried out from 4,4′,4″-phosphoryltribenzoic acid and 2-aminobenzenethiol or 2-aminophenol with tetrabutylammonium bromide and triphenyl phosphite as catalysts. The structures and thermal properties were investigated by 1H-NMR, 13C-NMR, FT-IR, UV-Vis, TGA and DSC. The OLED devices of ITO/MoOx(30 nm)/NPB(600 nm)/4-TBTPO or 4-TBOPO(200 nm)/Alq3(300 nm)/Liq(10 nm)/ Al(120 nm) showed yellow-green emissions at (0.429∼0.529) and (0.406∼0.563) of CIE color coordinates, respectively.

β-Hydroxyimino Phosphorus Derivatives. An Efficient Tool in Organic Synthesis

The purpose of this review article is to illustrate synthetic aspects of functionalized phosphorus derivatives containing an oximo moiety at the beta-position. First section will be focused on the synthesis of phosphine oxides, phosphonates or phosphonium salts containing an oxime group. The synthesis of these derivatives comprises the carbon – phosphorus single bond construction by reaction of haloximes with phosphorus derivatives, nucleophilic addition of phosphorus reagents to carbonyl compounds, or nucleophilic addition of phosphorus reagents to nitro olefins. This section will also concentrate on the most practical routes for the synthesis of the target compounds, through carbon – nitrogen double bond formation, which are as follows: condensation processes of carbonyl compounds and hydroxylamine derivatives or addition of hydroxylamines to allenes or alkynes. The preparative use of beta-oximo phosphorus derivatives as synthetic intermediates will be discussed in a second section, comprising olefination reaction, oxidation of oximes to nitrile oxides by reaction at the C-N double bond of the oxime moiety, oxidation of these substrates to nitrosoalkenes, reduction to the corresponding hydroxylamines and some reactions at the hydroxyl group of the hydroxyimino moiety.