25688-44-2

Upstream product

• 392-83-6 o-trifluoromethylphenyl bromide 
• 1079-66-9 chloro-diphenylphosphine 
• 392-85-8 1-fluoro-2-trifluoromethylbenzene 
• 49571-31-5 2-(trifluoromethyl)phenyllithium 
• 444-29-1 2-iodo(trifluoromethyl)benzene 
• 829-85-6 diphenylphosphane 

Downstream Products

• 436149-53-0 trans-[RhCl(CO)(PPh₂(2-C₆H₄CF₃))2] 

Relevant academic research and scientific papers

Systematic Study of the Stereoelectronic Properties of Trifluoromethylated Triarylphosphines and the Correlation of their Behaviour as Ligands in the Rh-Catalysed Hydroformylation

The stereoelectronic properties of a series of trifluoromethylated aromatic phosphines have been studied using different approaches. The σ-donating capability has been evaluated by nuclear magnetic resonance (NMR) spectroscopy of the selenide derivatives and the protonated form of the different trifluoromethylated phosphines. The coupling constants between phosphorous and selenium (1JSeP) and phosphorous and hydrogen (1JHP) can be predicted by empirical equations and correlate the basicity of the phosphines with the number and relative position of trifluoromethyl groups. In contrast, the π-acceptor character of the ligands has been evaluated by measuring the frequency of the CO vibration in the infrared (IR) spectra of the corresponding Vaska type iridium complexes ([IrCl(CO)(PAr3)2], PAr3=triarylphosphine). Moreover, the correlation between the electronic properties and the performance of these phosphines as ligands in the rhodium-catalysed hydroformylation of 1-octene has been established. Phosphines with the lowest basicity, that are those with the highest number of trifluoromethyl groups, gave rise to more active catalytic systems.

Versatile Visible-Light-Driven Synthesis of Asymmetrical Phosphines and Phosphonium Salts

Asymmetrically substituted tertiary phosphines and quaternary phosphonium salts are used extensively in applications throughout industry and academia. Despite their significance, classical methods to synthesize such compounds often demand either harsh reaction conditions, prefunctionalization of starting materials, highly sensitive organometallic reagents, or expensive transition-metal catalysts. Mild, practical methods thus remain elusive, despite being of great current interest. Herein, we describe a visible-light-driven method to form these products from secondary and primary phosphines. Using an inexpensive organic photocatalyst and blue-light irradiation, arylphosphines can be both alkylated and arylated using commercially available organohalides. In addition, the same organocatalyst can be used to transform white phosphorus (P4) directly into symmetrical aryl phosphines and phosphonium salts in a single reaction step, which has previously only been possible using precious metal catalysis.

Novel neutral monodentate chelated manganese complex as well as preparation method and application thereof

The invention discloses a novel neutral monodentate chelated manganese complex. Different electron donating and withdrawing substituents, such as N (Me) 2, OMe, CF3, OCF3, Cl, F, CN and Br, are introduced to a triphenylphosphine oxide ligand, so that the emission energy level and the luminescence life of the manganese complex can be easily adjusted, and the luminescence property of a material is further changed; and besides, information storage and protection can be realized by utilizing the neutral manganese complex.

Strong π-acceptor sulfonated phosphines in biphasic rhodium-catalyzed hydroformylation of polar alkenes

A new series of sulfonated triarylphosphines with a strong π-acceptor character were synthesized by direct sulfonation of trifluoromethylated neutral phosphines. Due to the deactivating character of the trifluoromethyl group, high oleum concentration and the use of boric acid to prevent phosphine oxidation were required for the sulfonation step. The new sulfonated phosphines are water-soluble and more inert toward oxidation than classical sulfonated phosphines. The use of these trifluoromethylated and sulfonated phosphines as ligands in the biphasic hydroformylation of vinyl acetate and allyl cyanide increases the rate of the reaction up to 4 times, compared to the results obtained with the non-trifluoromethylated counterparts, TPPMS, TPPDS and TPPTS. Moreover, it is possible to recycle the catalyst without a significant loss of the system activity.

TRIPHENYLPHOSPHINE DERIVATIVES

The present invention relates to a triphenylphosphine of Formula (I) wherein M is a proton or a monovalent or divalent cation, n is an integer selected from 1 and 2, p takes a value selected from 1/2, 1 and 2, R1 is selected from H, C1-C18 alkyl, CF3 and SO3-, R11, R12 and R13 are independently selected from H and C1-C18 alkyl, with the proviso that if R1 is SO3-, then the product of n and p is equal to 2, R2, R3 and R5 are independently selected from H and C1-C18 alkyl, R4 is H, R6-R10 are independently selected from H, C1-C18 alkyl and CF3, at least one of R6-R10 being CF3; if R1 is not SO3-, then the product of n and p is equal to 1, R1-R10 are independently selected from H, C1-C18 is alkyl and CF3, at least one of the groups R1 -R10 being CF3; the present invention also is directed to a process for obtaining a triphenyl phosphine of Formula (I) and its use as ligand in the catalysis field and other several applications.

Synthesis of alkyl- and aryldiphenylphosphines via electrogenerated magnesium chloride diphenylphosphanide

A two-steps procedure allowing the formation of alkyldiphenylphosphines and aryldiphenylphosphines in good yield is described. It relies on the electrochemical preparation of magnesium chloride diphenylphosphanide and its subsequent coupling with either alkyl halides or aryl fluorides.

Nickel-catalyzed reductive coupling of chlorodiphenylphosphine with aryl bromides into functionalized triarylphosphines

Functionalized triarylphosphines are obtained with good yields in a one-step reaction of an equimolar mixture of chlorodiphenylphosphine and an aromatic bromide in NMP or DMF at 110°C in the presence of zinc dust and a catalytic amount of NiBr2