16403-46-6

Upstream product

• 14529-09-0 methylenebis(triphenylphosphonium) dibromide 
• 103559-83-7 hexaphenylcarbodiphosphorane 
• 75235-87-9 C₃₉H₄₄NP₂⁽¹⁺⁾*Cl^(1-) 
• 75221-67-9 Diphenyl-piperidin-1-yl-[(triphenyl-λ⁵-phosphanylidene)-methyl]-phosphonium; chloride 
• 75221-66-8 C₃₇H₄₀NP₂⁽¹⁺⁾*Cl^(1-) 
• 75221-65-7 C₃₅H₃₆NP₂⁽¹⁺⁾*Cl^(1-) 
• 75221-64-6 Dimethylamino<(triphenylphosphoranyliden)methyl>-diphenylphosphonium-chlorid 
• 67148-94-1 (Chlordiphenylphosphoranyliden)(triphenylphosphoranyliden)methan 
• 75221-71-5 1-{Diphenyl-[(triphenyl-λ⁵-phosphanylidene)-methylene]-λ⁵-phosphanyl}-piperidine 
• 75221-69-1 C₃₇H₃₉NP₂ 
• 75221-68-0 C₃₅H₃₅NP₂ 
• 75235-88-0 (Dimethylaminodiphenylphosphoranyliden)(triphenylphosphoranyliden)methan 
• 75221-70-4 C₃₉H₄₃NP₂ 

Downstream Products

• 1258207-26-9 Ph₃PCHP(OBF₃)Ph₂ 
• 1568032-07-4 C₃₂H₂₉OP₂⁽¹⁺⁾*CF₃O₃S^(1-) 
• 16403-37-5 [1-(Diphenyl-phosphinoyl)-ethyl]-triphenyl-phosphonium; iodide 
• 1568031-92-4 C₃₁H₂₇OP₂⁽¹⁺⁾*I^(1-) 
• 16403-42-2 1-Diphenylphosphinyl-ethyliden-triphenylphosphoran 

Relevant academic research and scientific papers

Syntheses and Crystal Structures of Copper and Silver Complexes with the Ylide Ph3PCHP(O)PPh2 as Ligand

The reactivity of the hydrolysis product of hexaphenylcarbodiphosphorane, PPh3CHP(O)Ph2, towards different soft Lewis acids, such as CuI and Ag[BF4] are reported. While CuI exclusively binds at the ylidic carbon atom, reaction of the silver cation in CH2Cl2 leads to proton abstraction from the solvent to give the cation [PPh3CH2P(O)Ph2]+. Surprisingly, Ag+ replaces the methyl group of [PPh3CHMeP(O)Ph2]+ to produce a dimeric complex, in which Ag+ is coordinated to C and O forming an eight membered ring. The compounds were characterized by spectroscopic methods and X-ray diffraction.

Synthetic and NMR studies on hexaphenylcarbodiphosphorane (Ph3P[dbnd]C[dbnd]PPh3)

Bisylides of the type R3P[dbnd]C[dbnd]PR3, also known as carbodiphosphoranes, are very reactive compounds having numerous unusual and promising properties. The first representatives of this class of divalent carbon(0) compounds have already been synthesized over 50 years ago, but aspects of their chemistry and properties remain ambiguous. Herein, we report on specific characteristics of a simple carbodiphosphorane, hexaphenylcarbodiphosphorane Ph3P[dbnd]C[dbnd]PPh3, based on 1H, 13C, and 31P NMR studies. The chemical shift and 1JCP coupling characteristics of the central sp-hybridized carbon atom are compared to those of other sp-hybridized carbons. Our spectroscopic findings are supported by simulations, which are in very good agreement with the experimentally determined values.

Formation and crystal structures of Lewis acid adducts of Ph 3PCHP(O)Ph2; New neutral and cationic species

The carbodiphosphorane C(PPh3)2 (1) is easily hydrolyzed from wet air to give the ylide Ph3PCHP(O)Ph2 (2), which forms addition compounds with various Lewis acids to give neutral or cationic compounds. According to pairs of electrons at the central carbon atom and the oxygen atom, respectively, addition compounds with coordination modes A (via oxygen), B (via carbon), and C (via carbon and oxygen) were isolated either as by-products from reactions of Lewis acids with 1 (contaminated with some 2) or directly with 2. The crystal structures and the spectroscopic properties of 2 and of the addition compounds [Ph3PCHP(OBF3)Ph2] (5), [Ph3PCH 2P(OBF3)Ph2][(μ-OH)B2F 6] (6), [Ph3PCH2P(OBI3)Ph 2][BI4] (7), [Ph3PCHP(OSnCl2)Ph 2] (8), and [Ph3PCH2P(O)Ph2] 2[Hg2I6] (9) are reported.

Synthesis of Diorganylamino Substituted Carbodiphosphoranes

Aminolysis of the P-chlorofunctional carbodiphosphorane Ph3P=C=PPh2Cl (1) affords the diorganylamino substituted phosphonium salts CHPPh2(NR2)>+Cl- (3a-e, R = alkyl), which can be dehydrohalogenated in good yield by NaH to