19966-97-3

Upstream product

• 693-03-8 n-butyl magnesium bromide 
• 1005-32-9 p-tolyldichlorophosphine 
• 352-32-9 p-fluorotoluene 
• 19966-89-3 Lithium-dibutylphosphid 
• 64279-58-9 C₇H₇Cl₃P⁽¹⁺⁾*Cl₆P^(1-) 
• 998-40-3 tributylphosphine 
• 60565-88-0 bis(4-methylphenyl)iodonium hexafluorophosphate 
• 109-72-8 n-butyllithium 
• 108-88-3 toluene 

Relevant academic research and scientific papers

Phosphoranyl Radicals as Reducing Agents: SRN1 Chains with Onium Salts and Neutral Nucleophiles

Redox radical chain reactions of trivalent organophosphorus compounds (PZ3) with diaryliodonium (Ar2I+) and triarylsulfonium (Ar3S+) salts to give arylphosphonium (ArP+Z3) salts and iodoarenes (ArI) or diaryl sulfides (Ar2S) are reported.The key propagation step in these SRN1 reactions is a single-electron reduction of the onium salts by intermediate phosphoranyl radicals (ArP.Z3).The observation of competitions between solvent molecules and phosphine establishes the intermediacy of free aryl radicals and allows estimates of rate constants for addition of p-tolyl radicals to triphenylphosphine (k ca. 3 * 1E8 M-1 s-1) and to trimethyl phosphite (k ca. 2 * 1E8 M-1 s-1).The intermediate phosphoranyl radicals can also partition between competitive reaction pathways; the aryltributylphosphoranyl radical, ArP.Bu3, for example, partitions between unimolecular α-cleavage of butyl radical and chain-propagating electron transfer to diaryliodonium salt.The relative amounts of these two pathways allows an estimate of the rate constant for electron transfer, kSET ca. 4 * 1E9 M-1 s-1.

(p-tolyl)dichlorophosphine and di(p-tolyl)chlorophosphine sources of new organophosphorus(III) and (V) compounds

The purpose of our present work was to study some chemical properties of p-tolyldichlorophosphine and di(p-tolyl)chlorophosphine involved in reactions with organo-lithium compounds, with 1,2-diols and also when are reactants in variants of Reformatsky and Mannich reactions, in order to obtain some new substances of trivalent and pentavalent phosphorus useful for our further investigations. All the new phosphorus(III) and (V) compounds were obtained in fair yields, and were characterized by elemental analysis, IR, and NMR spectroscopy. They will find potential synthetic utility as convenient ligands for transition metals and reagents for the preparation of phosphonium salts, for obtaining chiral substances and as biologically active ring substances.