124110-29-8

Upstream product

• 106-38-7 para-bromotoluene 
• 1762-84-1 4-bromo-p-terphenyl 
• 92-94-4 [1,1';4',1'']terphenyl 
• 589-92-4 1-methylcyclohexan-4-one 
• 13041-66-2 4-methoxy-p-terphenyl 
• 380481-66-3 5,5-dimethyl-2-(4-methylphenyl)-1,3,2-dioxaborinane 
• 5122-94-1 4-biphenylboronic acid 
• 14248-15-8 4-bromo-benzenesulfonic acid 2,2-dimethylpropyl ester 
• 1009828-72-1 C₂₃H₂₄O₃S 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 124271-77-8 4-(4-methyl-cyclohex-1-enyl)-p-terphenyl 

Downstream Products

• 3365-15-9 4-Formyl-p-quarterphenyl 
• 3365-07-9 4-Vinyl-p-quarterphenyl 

Relevant academic research and scientific papers

1,3-dicyclohexylimidazol-2-ylidene as a superior ligand for the nickel-catalyzed cross-couplings of aryl and benzyl methyl ethers with organoboron reagents

A new catalytic system has been developed involving the use of Ni(cod)2 in conjunction with 1,3-dicyclohexylimidazol-2-ylidene for the cross-coupling of aryl and benzyl methyl ethers with organoboron reagents. This method not only allows for the use of readily available methyl ethers as halide surrogates but also provides a functional group tolerant method for the late-stage derivatization of complex molecules.

Synthesis of terphenyls and quaterphenyls via the nickel n-heterocyclic carbene-catalyzed cross-coupling of neopentyl arenesulfonates with aryl grignard reagents

Various terphenyl and quaterphenyl derivatives were prepared by the Ni-NHC catalyzed cross coupling of the corresponding biphenyl- and terphenyl-sulfonates with arylmagnesium bromides. The reactions proceeded rapidly via a nucleophilic aromatic substitution of the alkoxysulfonyl moieties by the aryl nucleophiles to afford high yields within just 1.5 h at room temperature in spite of the low reactivity of the sulfur electrophiles.

Photocatalysis of Oligo(p-phenylenes). Photoreductive Production of Hydrogen and Ethanol in Aqueous Triethylamine

Oligo(p-phenylenes) (OPP-n), p-terphenyl (OPP-3) to p-sexiphenyl (OPP-6), catalyze water-reductive H2 formation and reduction of concomitantly formed acetaldehyde to ethanol upon irradiation of heterogeneous suspensions in aqueous organic solution in the presence of triethylamine (TEA) and RuCl3.Colloidal Ru0 is photoformed in situ to work as an electron relay.The activity of OPP-n increases with the number of phenylene units except for the cases of OPP-3 and of the alkylated derivatives, where the net photocatalytic activities are higher, mainly due to the effective homogeneous catalysis, since their solubilities in the solvents employed are significantly larger.The homogeneous catalysis of OPP-3 leads not only to H2 evolution but also to effective formation of ethanol in the absence of colloidal Ru0, being accompanied by photo-Birch reduction of OPP-3.Dynamics studies of OPP-3 reveal that photocatalysis should be initiated by formation of the excited singlet state of OPP-3 (1OPP-3*, which is reductively quenched by TEA at a rate controlled by diffusion to produce the OPP-3 radical anion (OPP-3.-) and the TEA radical cation (TEA.+).From laser flash photolysis and pulse radiolysis experiments, it is concluded that electron transfer from OPP-3.- leads to effective reduction of water to H2 catalyzed by Ru0 colloid.Furthermore, it is confirmed that OPP-3.- gives electrons directly to acetaldehyde without any electron relays like colloidal metals, resulting in the formation of ethanol.During photocatalysis, OPP-3 itself undergoes photo-Birch reduction to some extent.