216164-54-4Relevant academic research and scientific papers
Copper-Catalyzed Addition of H-P(O) Bonds to Arynes
Chen, Qian,Yan, Xinxing,Wen, Chunxiao,Zeng, Jiekun,Huang, Yulin,Liu, Xingguo,Zhang, Kun
, p. 9476 - 9482 (2016)
An efficient P-arylation of secondary phosphine oxides has been achieved through the ligand-free copper-catalyzed addition of H-P(O) bonds to in situ generated arynes at room temperature. This transformation provides a straightforward route to the formation of the aryl-P bond with wide functional group compatibility, which produces arylphosphine oxides in up to 99% yield.
Flame retardant polycyanurate thermosets from the cyanate esters of triphenylphosphine oxide
Davis, Matthew C.,Garrison, Michael D.,Ghiassi, Kamran B.,Groshens, Thomas J.,Redeker, Neil D.
, p. 1100 - 1110 (2018/03/21)
Three cyanate esters containing phosphorus are synthesized in good overall yields starting from bromoanisoles. Di- and tricyanates with meta configuration are most stable while para is less so. The para dicyanate ester isomer is particularly affected by water from the atmosphere. The meta dicyanate ester 2 has good thermal properties with glass transition at 268 °C and char yield of 65% in air at 600 °C. All three phosphorus-containing cyanate esters are low flammability in an open flame. They make highly combustible cyanate esters resins less flammable simply by blending. Mixing 10 wt% dicyanate ester 2 into bisphenol A or E dicyanate esters makes them rate V-0. Published 2018.? J. Polym. Sci., Part A: Polym. Chem. 2018, 56, 1100–1110.
Aryl group - A leaving group in arylphosphine oxides
Stankevi?, Marek,Pisklak, Jolanta,W?odarczyk, Katarzyna
, p. 810 - 824 (2016/01/20)
The treatment of triphenylphosphine oxide with organometallic reagents leads to the substitution of up to three phenyl substituents with the incoming carbon nucleophile. The replacement of the phenyl/aryl group in tertiary diarylalkylphosphine oxides or even aryldialkylphosphine oxides was also observed. Naphthyl-substituted phosphine oxides undergo Michael-type addition at the naphthyl group when treated with organolithium reagent.
Synthesis of new water-soluble phosphonium salts and their Wittig reactions in water
Russell, Matthew G.,Warren, Stuart
, p. 505 - 513 (2007/10/03)
Some new water-soluble alkyltriarylphosphonium salts are reported. Their solubility is due to the presence of either carboxy or hydroxy groups on the phenyl rings attached to phosphorus. Examples of both benzyl-and butylphosphonium salts are presented and investigation into their Wittig reactions with a range of aldehydes using water as the solvent is described. The Royal Society of Chemistry 2000.
Wittig reactions in water. Synthesis of new water-soluble phosphonium salts and their reactions with substituted benzaldehydes
Russell, Matthew G.,Warren, Stuart
, p. 7995 - 7998 (2007/10/03)
We report the synthesis of new phosphonium salts which are soluble and stable in basic aqueous solution. The Wittig reactions of these phosphonium salts with substituted benzaldehydes in aqueous sodium hydroxide are discussed. These reactions exclude the use of any organic solvents and the products are isolated by a simple filtration.
