19773-28-5

Upstream product

• 67-56-1 methanol 
• 7598-80-3 4-phenylbenzhydrol 
• 7515-73-3 4-(chlorophenylmethyl)-1,1'-biphenyl 
• 613-42-3 4-benzylbiphenyl 
• 1591-31-7 4-iodo-biphenyl 
• 27436-93-7 pentacarbonyl(1-methoxybenzylidene)chromium⁽⁰⁾ 
• 3218-36-8 4-Phenylbenzaldehyde 
• 2128-93-0 biphenyl-4-yl-phenyl-methanone 
• 96469-64-6 p-biphenylyl(triphenyl)methane 
• 14845-83-1 4-biphenylphenylcarbene 

Relevant academic research and scientific papers

Visible Light-Catalyzed Benzylic C-H Bond Chlorination by a Combination of Organic Dye (Acr+-Mes) and N-Chlorosuccinimide

By combining "N-chlorosuccinimide (NCS)"as the safe chlorine source with "Acr+-Mes"as the photocatalyst, we successfully achieved benzylic C-H bond chlorination under visible light irradiation. Furthermore, benzylic chlorides could be converted to benzylic ethers smoothly in a one-pot manner by adding sodium methoxide. This mild and scalable chlorination method worked effectively for diverse toluene derivatives, especially for electron-deficient substrates. Careful mechanistic studies supported that NCS provided a hydrogen abstractor "N-centered succinimidyl radical,"which was responsible for the cleavage of the benzylic C-H bond, relying on the reducing ability of Acr?-Mes.

Palladium-Catalyzed Reductive Cross-Coupling Reaction of Aryl Chromium(0) Fischer Carbene Complexes with Aryl Iodides

The first palladium-catalyzed reductive cross-couplings of aryl chromium(0) carbene complexes with aryl iodides have been realized. This coupling reaction shows excellent functional group tolerance and high efficiency. Mechanistically, aryl chromium(0) carbene complexes undergo transmetalation with arylpalladium species to generate palladium(II) carbene intermediates, which is followed by migratory insertion. The catalytic cycle is then completed by hydrogen transfer and reductive elimination. Consistent with the mechanistic hypothesis, density functional theory (DFT) calculations support the involvement of a palladium carbene intermediate, and carbene migratory insertion is a facile step with an energy barrier of 5.1 kcal/mol. The carbene transfer step and the hydrogen transfer step are confirmed as the rate-limiting steps in the catalytic cycle.

Dialkyl Ether Formation by Nickel-Catalyzed Cross-Coupling of Acetals and Aryl Iodides

A new substrate class for nickel-catalyzed C(sp3) cross-coupling reactions is reported. α-Oxy radicals generated from benzylic acetals, TMSCl, and a mild reductant can participate in chemoselective cross-coupling with aryl iodides using a 2,6-bis(N-pyrazolyl)pyridine (bpp)/Ni catalyst. The mild, base-free conditions are tolerant of a variety of functional groups on both partners, thus representing an attractive C-C bond-forming approach to dialkyl ether synthesis. Characterization of a [(bpp)NiCl] complex relevant to the proposed catalytic cycle is also described.

Photolysis of Tetraarylmethanes and 3-(Triarylmethyl)pyridines

Upon UV irradiation in benzene-methanol (1:2) tetraarylmethanes or 3-(triarylmethyl)pyridines underwent an α,α-elimination of two aryl groups to give biaryls or 3-arylpyridine, and two corresponding carbene intermediates.The latters afforded methyl ethers by O-H insertion to methanol.

The Absolute Kinetics of Several Reactions of Substituted Diphenylcarbenes

4,4'-dibromo-, 4-bromo-, 4,4'-dichloro-, 4-chloro-, 4-methyl-, 4,4'-dimethyl-, 4-phenyl-, 4-carbomethoxyl-, 4-cyano-, 4-cyano-4'-methyl-, and 4,4'-dimethyldiphenyldiazomethane were studied by laser flash photolysis.Excitation of the diazo compounds at 308 nm produced the corresponding diarylcarbenes.The kinetics of the reaction of the substituted carbenes with alkanes and methanol were examined.Hydrogen abstraction rates are largely insensitive to ring substitution, while the methanol reaction is accelerated considerably by p-methyl substitution and retarded by a para electron-withdrawing substituent.