28926-68-3

Upstream product

• 1079-66-9 chloro-diphenylphosphine 
• 28981-33-1 [(diphenylphosphino)methyl]methyldiphenylphosphonium iodide 
• 2071-20-7 bis-diphenylphosphinomethane 
• 96693-34-4 C₁₄H₁₆P⁽¹⁺⁾*Cl^(1-) 

Downstream Products

• 794-39-8 (Z)-diphenyl(2-phenylethenyl)phosphine 
• 794-39-8 (E)-2-(diphenylphosphanyl)styrene 
• 10038-33-2 2-[(1E)-2-(diphenylphosphino)ethenyl]pyridine 
• 2096-78-8 vinyldiphenylphosphine oxide 
• 94394-64-6 [(1E)-2-(4-methylphenyl)ethenyl]diphenylphosphine 
• 94394-66-8 [(E)-2-(4-Nitro-phenyl)-vinyl]-diphenyl-phosphane 
• 133009-19-5 Ni(CH₂P(C₆H₅)2CHP(C₆H₅)2)2 
• 94394-61-3 Diphenyl-((1E,3E)-4-phenyl-buta-1,3-dienyl)-phosphane 
• 86212-27-3 (Diphenylphosphinomethyl)(diphenylphosphinomethylen)diphenylphosphoran 
• 21298-89-5 diphenyl[(Z)-2-phenylethenyl]phosphine sulfide 
• 78045-10-0 (Z)-(2-phenylethenyl)diphenylphosphine oxide 

Relevant academic research and scientific papers

Dppm-derived phosphonium salts and ylides as ligand precursors for s-block organometallics

The addition reaction of 1,1-bis(diphenylphosphino)methane (dppm) and haloalkanes R-X yields the corresponding phosphonium salts [Ph 2PCH2PPh2R]X (1a: R = Me, X = I; 1b: R = Et, X = Br; 1c: R = iPr, X = I; 1d: R = CH2

Copper-catalyzed arylation of nucleophiles by using butadienylphosphines as ligands: Mechanistic insight

(Figure Presented) Worth diene for: The butadienylphosphine L (see scheme), obtained on a large scale from a new synthetic method, is an efficient ligand in Ullmann-type copper-catalyzed arylation reactions. The use of this phosphorus ligand made it possible to follow the reaction by 31P NMR spectroscopy and thus to propose a mechanism for the Ullmann reaction.

Reactivity of lithium diphenylphosphonium diylides towards phosphorus electrophiles: Synthesis of α,β-unsaturated phosphorus compounds

The study of the reactivity of non-stabilized, semi-stabilized and stabilized lithium diphenylphosphonium diylides 1-4 towards Ph2PCl, allowed the synthesis of various α,β-unsaturated phosphines 13-14, via the intermediate formation of the corresponding functionalized monoylides 9-10 and their in situ reaction with carbonyl compounds. In many cases, the reaction is Z-stereoselective and the created double bond can be di- or also trisubstituted. The precise 1H-NMR study of the phosphines 13a-d and the X-ray analysis of 13a (Z isomer) allowed us to assign without ambiguity the stereochemistry of these compounds and to solve a 1H-NMR question. Contrary to reported results in the literature for 13a, we have shown that for the double bond of this phosphine, there is no exception to the general rule 3JHH(trans) > 3JHH(cis). The extension of this reactivity study to other phosphorus electrophiles such as Ph2P(O)Cl, Ph2P(S)Cl and (EtO)2P(O)Cl allowed, as preliminary results, the E-stereoselective synthesis of styrylphosphine oxide and sulfide and diethyl styrylphosphonate.

Stereo-controlled synthesis of styrylphosphines and their oxides or sulfides using phosphonium diylides

Lithium dimethyldiphenylphosphonium diylide reacts with electrophiles such as Ph2PCl, Ph2P(O)Cl or Ph2P(S)Cl to give monoylide intermediates allowing by reaction with benzaldehyde the synthesis of the styrylphosphines or the corresponding oxides or sulfides. This efficient one-pot method permits at choice the selective synthesis of each isomer Z or E and corroborates further the isomeric identification of the styrylphosphines.

The Sequence PCPCP as a Basic Structural Moiety for Phosphonium Salts, Ylides, and Their Alkali Complexes

Bis(diphenylphosphino)methane (1) reacts with CH3I to yield the phosphonium salt CH3(C6H5)2P(+)CH2P(C6H5)2 I(-) (2) which is transformed into the ylide CH3(C6H5)2P=CHP(C6H5)2 (3) by transylidation using (CH3)3P=CH2. 3 can be metallated at the CH3 group by