5587-39-3Relevant academic research and scientific papers
Diverse C-P Cross-Couplings of Arylsulfonium Salts with Diarylphosphines via Selective C-S Bond Cleavage
Ye, Yun,Zhu, Jie,Huang, Yinhua
, p. 2386 - 2391 (2021/04/05)
Diverse C-P cross-couplings of arylthianthrenium salts with diarylphosphines producing various triarylphosphines via highly selective C-S bond cleavage are reported. In the absence of catalyst, the reaction of arylthianthrenium salts with diarylphosphines undergoes phosphinative ring opening exclusively via the cleavage of an endocyclic C-S bond of a thianthrene skeleton. The use of a palladacycle catalyst under otherwise the same conditions enables the phosphination via the cleavage of an exocyclic C-S bond with significantly higher speed.
Pd-Catalyzed P–C Cross-Coupling of Aryl Bromides and Triflates with Hydroxymethylphosphine Sulfide Derivatives
Ohta, Hidetoshi,Xue, Qian,Hayashi, Minoru
supporting information, p. 735 - 738 (2018/02/21)
The development of a versatile process for phosphine synthesis has attracted considerable interest because organophosphines are indispensable for organic synthesis. Previously, we developed a Pd-catalyzed P–C coupling reaction for hydroxymethylphosphine s
Pd-catalyzed P-C cross-coupling reactions for versatile triarylphosphine synthesis
Hayashi, Minoru,Matsuura, Takashi,Tanaka, Ippei,Ohta, Hidetoshi,Watanabe, Yutaka
supporting information, p. 628 - 631 (2013/04/11)
Practical and versatile syntheses of tertiary phosphine derivatives have been achieved by palladium-catalyzed deformylative P-C cross-coupling reactions of hydroxymethylphosphine derivatives. Sequential couplings of orthogonally protected precursors provide a simple and practical route toward a variety of tertiary phosphine derivatives having aryl substituents in any combination.
The Kinetics and Mechanism of the Reaction of Tricoordinate Phosphorus Compounds with Diaryl Trisulfides
Hall, C. Dennis,Tweedy, Bruce R.,Kayhanian, Robert,Lloyd, John R.
, p. 775 - 779 (2007/10/02)
Kinetic data and activation parameters are reported for the reaction of a series of tricoordinate phosphorus compounds, , with diaryl trisulfides.The second-order rate coefficients for series of arylphosphines, phosphinites and phosphonites, correlate with the Hammett ? constants of the aryl substituents with ρ values of -1.1, -1.1 and -1.1 respectively and these results are discussed in terms of a biphilic mechanism analogous to that proposed for the reaction of tricoordinate phosphorus with S8.
Kinetics and mechanism of the reaction of trico-ordinate phosphorus ompounds with octasulphur
Lloyd, John R.,Lowther, Nicholas,Zsabo, G.,Hall, C. Dennis
, p. 1813 - 1818 (2007/10/02)
Kinetic data and activation parameters are reported for the reactions of a series of phosphites, arylphosphonites, diarylphosphinites, and triarylphosphines with octasulphur (S8) in toluene as solvent.For the phosphites the data are explained in terms of changes in p-character of the Ione-pair orbital on phosphorus and inductive electron donation by the alkyl groups.The rates of reaction of series of arylphosphonites, diarylphosphonites, and triarylphosphones correlate with the Hammett ? constants to give ? values of -3.0, -3.0, and -2.5, respactively, and the results are discussed in terms of the Reactivity-Selectivity Principle and the biphilic mechanism or insertion of trico-ordinate phosphorus into ?-bonds.
