Triphenyl phosphonium

Phenylpropyltriphenylphosphonium bromide Phosphonium, triphenyl(3-phenylpropyl)-, bromide (8, 9) (7484-37-9)... 

DECYLTRIPHENYLPHOSPHONIUMBROMOCHLORO-TRIPHENYLSTANNATE PECYL-TRIPHENYL-PHOSPHONIUM)-TRIPHENYL-BROM-CHLOR-STANNAT (GERALMSi) STANNOPLUS STANNORAM ST.ANNPLOUS... 

In NR, hexadecyltrimethyl ammonium, octadecyltrimethyl ammonium, tet-raoctyl phosphonium, triphenyl vinylbenzyl phosphonium, octadecylamine chlorhydrate were used as the clay compensating cations. ... 

C4 8H4 7BF4O6P2, Triphenyl-(l-ethoxycarbonyl-2-methyl-2 hydroxyvinyl)-phosphonium triphenyl-(1-ethoxycarbonyl-2-methyl-2-olatovinyl)phos-phonium tetrafluoroborate, 45B, 767... 

Propargyl triphenyl phosphonium bromide [2091-46-5] M 381.4, m 179°. Recrystallises from 2-propanol as white plates. Also crystallises from EtOH, m 156-158°. IR has V 1440, 1110cm (P-C str). [Justus Liebigs Ann Chem 682 62 1965 J Org Chem 42 200 1977]. 

Carbohydroxy-n-butyl)triphenyl-phosphonium bromide Sulprostone... 

This material may be converted directly to a phosphonium salt 1.40 g. (0.0054 mole) of the crude iodide is dissolved in 20 ml. of benzene, and 1.42 g, (0.0054 mole) of triphenylphosphine [Phosphine, triphenyl-] is added. On standing, 2.5 g. (77%) of the triphenylphosphonium salt precipitates as a colorless 1 1 complex with benzene, m.p. 135-137°. Recrystallization from methanol-benzene raises the melting point to 140-142°. Analysis calculated for C28H29PI CeH6 C, 68.23 H, 5.39. Found C, 68.15 H, 5.28. 

The present preparation illustrates a general and convenient method for the fnms-iodopropenylation of an alkyl halide.4 The iodopropenyl-ated material is not usually stable but is a useful synthetic intermediate. For example, it forms a stable crystalline triphenylphosphonium salt for use in the Wittig reaction, and under Kornblum reaction conditions (DMS0-NaHC03, 130°, 3 minutes) it gives an (E)-a,/9-unsaturated aldehyde.4 In addition to the phosphonium salt described in Note 15, the following have been prepared (4-p-methoxyphenyl-2-butenyl)-triphenylphosphonium iodide [Phosphonium, [4-(4-methoxyphenyl)-2-butenyl]triphenyl-, iodide], m.p. 123-127° (2-octenyl)triphenyl-phosphonium iodide [Phosphonium, 2-octenyltriphenyl-, iodide], m.p. 98° and (2-octadecenyl)triphenylphosphonium iodide [Phosphonium, 2-octadecenyltriphenyl-, iodide], m.p. 50°. 

Briggs, D.A., Raptis, R.G. and Fackler, J.P, Jr. (1988) The structure of benzyl (triphenyl)phosphonium chloro (pentafluorophenyl)aurate(I) an organometallic gold(I) pentafluorophenyl complex useful as anylide precursor. Acta Crystallographica, Section C Crystal Structure Communications, C44(7), 1313-1315. 

The chloromethyl derivatives of 1 and 2 can be converted to the corresponding phosphonium salts by treatment with triphenyl-phosphine.19 A subsequent phase transfer catalysed Wittig reaction of these salts with formaldehyde introduced pendant vinyl groups. 

Betaines 13 containing hydrogen atoms in the a-position to the triphenyl-phosphonium center are reversibly isomerized in a solution to form phosphoranylidenealkane dithiocarboxylic acids 68 or their salts 69 (Scheme 30).48 49... 

Recently, Ohmori and coworkers have used an anodic oxidation reaction to promote the reduction of an acid [34]. In this experiment, the anodic oxidation of triphenyl- or tributylphosphine in the presence of a carboxylic acid led to the formation of an acyl phosphonium ion. The acyl phosphonium ion was then reduced at the cathode to form an ylide which then trapped a second carbonyl... 

Figure 4 Zeta potential of liposomes with varying amounts of incorporated STPP. The zeta potential was determined at 2.5 V, 657 nm, 2.00 Hz and 25°C using the Zeta Potential Analyzer Version 3.26 from Brookhaven Instruments Corporation. For each measurement, 10 pL liposome solution (total lipid 25mg/mL STPP content varying between 0 and 25 mol%) were added into 2mL HBS, pH 7.4 and incubated until temperature equilibration was attained. Abbreviations STPP, stearyl triphenyl-phosphonium. HBS, HEPES-buffered saline. Source From Ref. 30.

Reactions of butenylidene-bis-phosphonium salts with PCl3/triethyl-amine under similar conditions proceeded predominantly via base-induced fragmentation to triphenyl phosphine and polymeric products of unknown constitution (Scheme 2). Monocyclic bis-phosphonio-phospho-lides formed only as spectroscopically detectable but hardly isolable byproducts [18, 19]. 

From Sodium Azide and Vinylphosphonium Salts Phosphonium salts of the types 4 and 5 react with sodium azide in aqueous solution to give v-triazoles in high yield. The proposed mechanism (Scheme 13) involves nucleophilic attack at the carbon jS-tothe phosphorus, followed by cyclization with displacement of triphenyl-phosphine. 

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