58841-70-6

Upstream product

• 92-66-0 4-bromo-1,1'-biphenyl 
• 3645-61-2 sodium 4-phenylphenoxide 
• 2051-62-9 4'-biphenyl chloride 
• 101-80-4 4,4'-oxydiphenylene diamine 
• 98-80-6 phenylboronic acid 
• 71-43-2 benzene 
• 92-69-3 4-Phenylphenol 
• 1591-31-7 4-iodo-biphenyl 
• 144432-80-4 2-(biphenyl-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 5122-94-1 4-biphenylboronic acid 
• 62-53-3 aniline 
• 110-89-4 piperidine 

Relevant academic research and scientific papers

Diaryl Ether Formation Merging Photoredox and Nickel Catalysis

Photoredox and Ni catalysis are combined to produce diaryl ethers under mild conditions. A broad range of aryl halides and phenol derivatives are cross-coupled in the presence of a readily available organic photocatalyst and NiBr2(dtbpy). Symmetrical diaryl ethers have also been directly obtained from aryl bromides in the presence of water. Mechanistic investigations support the involvement of Ni(0) species at the outset of the reaction and a Ni(II)/Ni(III)-photocatalyzed single electron transfer process preceding the productive C(sp2)-OAr reductive elimination.

Spectroscopic Studies of the Chan-Lam Amination: A Mechanism-Inspired Solution to Boronic Ester Reactivity

We report an investigation of the Chan-Lam amination reaction. A combination of spectroscopy, computational modeling, and crystallography has identified the structures of key intermediates and allowed a complete mechanistic description to be presented, including off-cycle inhibitory processes, the source of amine and organoboron reactivity issues, and the origin of competing oxidation/protodeboronation side reactions. Identification of key mechanistic events has allowed the development of a simple solution to these issues: manipulating Cu(I) → Cu(II) oxidation and exploiting three synergistic roles of boric acid has allowed the development of a general catalytic Chan-Lam amination, overcoming long-standing and unsolved amine and organoboron limitations of this valuable transformation.

A soluble copper(I) source and stable salts of volatile ligands for copper-catalyzed C-X couplings

A stable adduct of CuI with Bu4NI, soluble in organic solvents, has been identified as an effective catalyst for copper-catalyzed C-N and C-O couplings. In addition, stable nonhygroscopic salts of some high performance ligands (diamine MsOH salts/CuX and copper(II) diketonates) were shown to be of similar and sometimes greater reactivity compared to the literature reagents for these couplings. Furthermore, these more robust conditions result in more reproducible results.

Palladium-catalyzed reactions of bisarenediazoniutn salts: Two-fold Heck reaction, carbonylation and cross-coupling regimen

Two-fold Heck reaction, carbonylation and cross-coupling reactions of bisarenediazonium salts have been carried out in high yields under mild, aqueous alcoholic conditions to provide a new synthetic repertoire for tetraaryls and other aromatic derivatives having extended conjugation.