85417-48-7

Upstream product

• 1079-66-9 chloro-diphenylphosphine 
• 150-78-7 1,4-dimethoxybezene 
• 25245-34-5 1-bromo-2,5-dimethoxybenzene 
• 829-85-6 diphenylphosphane 
• 72666-56-9 (2,5-dimethoxyphenyl)diphenylphosphine oxide 

Downstream Products

• 72666-56-9 (2,5-dimethoxyphenyl)diphenylphosphine oxide 
• 172270-27-8 [Pd2Cl2(μ-Cl)2(1,4-dimethoxy-2-diphenylphosphinobenzene)2] 
• 172270-26-7 [PdCl(2,2'-bipyridine)(1,4-dimethoxy-2-diphenylphosphinobenzene)][PF₆] 

Relevant academic research and scientific papers

Preparation method of aryl diphenyl phosphine derivative

The invention belongs to the technical field of preparation of organic compounds, and discloses a preparation method of an aryl diphenyl phosphine derivative. The method comprises the following stepsof adding a bromobenzene derivative, diphenylphosphine and KOH into a solvent, and reacting at 100-130 DEG C under the protection of nitrogen to obtain the aryl diphenylphosphine derivative. KOH is used as a catalyst, and a noble metal catalyst is not needed, so that the cost is reduced, and the method is green and environment-friendly; and the method is simple to operate, high in safety, high inyield and suitable for large-scale production.

Efficient potassium hydroxide promoted P-arylation of aryl halides with diphenylphosphine

A simple synthetic method of triarylphosphine compounds by KOH-promoted P-Arylation reaction of aryl halides with diphenylphosphine is presented. Notably, this transformation could smoothly proceed with high yields under transition-metal-free and mild reaction conditions. In addition, this protocol is valuable for industrial application due to the convenient operation and readily accessible aromatic halides. A possible explanation of the reaction mechanism was proposed based on the experimental data.

Selective Ortho Lithiation of (2,5-Dimethoxyphenyl)diphenylphosphine Oxide and Trapping of the Resulting Aryllithium with Electrophiles

The title compound undergoes predominant 6-lithiation, ortho to the methoxy and phosphinoyl groups, on reaction with t-BuLi in THF under conditions of thermodynamic control at low temperature.The organolithium compound is stable at least to 0 deg C and can be trapped by a range of electrophiles to give the corresponding tetrasubstituted (diphenylphosphinoyl)arenes in moderate to good yield.The iodide formed by this sequence undergoes Ullman coupling to the diphenyl, which exhibits a novel restricted rotation phenomenon, in good yield under mild conditions. (2,5-Dimethoxyphenyl)diphenylphosphine sulfide lithiates exclusively at the 4-position under the same conditions, whilst the corresponding phosphine is unreactive.

PHOSPHORORGANISCHE VERBINDUNGEN 101. TERTIAERE PHOSPHINE MIT ORTHOALKOXYPHENYL-GRUPPEN. Synthese und Eigenschaften

Alkylphenylethers, ortho-lithiated in good yields, are transformed according to scheme (1) to the triarylphosphines ArPPh2, Ar2PPh and Ar3P (Ar contains in all cases an ortho-alkoxy group) (Table 1.).Hydroquinonedialkylethers can be lithiated twice, forming the compounds 102 and 103.Table 2 summarizes some arylalkylethers (71 - 101) which were lithiated; table 7 presents 12 new arylalkylethers.The syntheses of triarylphosphines with one or two bulky groups (105 - 110) and of triarylphosphines with one or two 3,4-dialkoxyphenyl groups (111 - 114) are reported.The 31P-spectra of the compounds prepared are discussed with respect to the validity of the Tolman-rule.