67600-87-7

Upstream product

• 773-82-0 Pentafluorobenzonitrile 
• 108-95-2 phenol 
• 98-80-6 phenylboronic acid 

Downstream Products

• 500887-02-5 3,5-difluoro-2,4,6-triphenoxybenzonitrile 
• 1610627-89-8 2,6-bis[3,5-bis(trifluoromethyl)phenoxy]-3,5-di-fluoro-4-phenoxybenzonitrile 
• 1610627-90-1 3,5-difluoro-4-phenoxy-2,6-bis(3-phenoxyphen-oxy)benzonitrile 
• 1610627-85-4 3,5-difluoro-4-phenoxy-2,6-bis[4-(2-phenyl-diazen-1-yl)phenoxy]benzonitrile 
• 1610627-88-7 3,5-difluoro-4-phenoxy-2,6-bis[3-(trifluoro methyl)phenoxy]benzonitrile 
• 1610627-78-5 2-cyano-3,4,6-trifluoro-5-phenoxy phenyl benzoate 

Relevant academic research and scientific papers

Regioselective preparation of functional aryl ethers and esters by stepwise nucleophilic aromatic substitution reaction

Functional aryl ethers bearing mono- and di-substituted azo compounds, allyl functionalities, vinyl phenyl moieties, trifluoromethyl (CF3) groups, etc. were prepared by nucleophilic substitution reaction of 2,3,4,5,6-pentafluorobenzonitrile (PFBN) in a stepwise manner at room temperature in dipolar aprotic solvents in a regioselective manner. Mono substituted aryl ether further underwent two more substitutions at ortho and ortho′ positions either with the same or different phenoxides. However, para substituted monoesters as well as para-ether-ortho-ester obtained by using carboxylates as (one of the) nucleophiles did not undergo any further displacement. The synthetic strategy described here is useful for making various functional materials such as lubricants, liquid crystals, curing agents, pigments and superhydrophobic materials.

Synthesis of unsymmetrical biaryl ethers through nickel-promoted coupling of polyfluoroarenes with arylboronic acids and oxygen

Polyfluoro-substituted unsymmetrical biaryl ethers were synthesized via a novel Ni-catalyzed cross-coupling reaction of polyfluoroarenes with arylboronic acids and oxygen. The polyfluorinated arenes presumably captured the phenoxide intermediate efficiently, which made the oxygen-insertion proceed smoothly via the SNAr protocol. The 18O labeling experiment demonstrated that the oxygen introduced into unsymmetrical diaryl ether originated from very trace amounts of oxygen in the reaction system. A plausible mechanism was also suggested.