851591-16-7

Upstream product

• 5162-03-8 (2-chlorophenyl)(phenyl)methanone 
• 699-19-4 4-methoxyphenylmagnesium chloride 
• 117-99-7 2-Hydroxybenzophenone 
• 13047-06-8 o-bromobenzophenone 
• 5720-07-0 4-methoxyphenylboronic acid 
• 93296-09-4 4-methoxyphenylzinc chloride 
• 512787-24-5 2-benzoylphenyl trifluoromethanesulfonate 
• 125610-78-8 4'-methoxybiphenyl-2-carbonitrile 
• 591-51-5 phenyllithium 
• 4387-36-4 2-iodobenzonitrile 
• 3930-83-4 o-iodobenzamide 
• 609-67-6 2-Iodobenzoyl chloride 
• 88-67-5 2-Iodobenzoic acid 
• 342-24-5 o-fluorobenzophenone 

Downstream Products

• 913369-53-6 4-methoxy-2'-(α-hydroxybenzyl)biphenyl 
• 1520098-08-1 (Z)-1,2-bis[4'-methoxy-(1,1'-biphenyl)-4-yl]-1,2-diphenylethene 
• 95128-27-1 3-methoxy-6-phenylphenanthridine 

Relevant academic research and scientific papers

6-Arylphenanthridines from Aryl o-Biaryl Ketones with 1,1,1,3,3,3-Hexamethyldisilazane and Molecular Iodine

Warming treatment of aryl o-biaryl ketones with 1,1,1,3,3,3-hexamethyldisilazane in the presence of Sc(OTf)3 in toluene, followed by the reaction with molecular iodine and K2CO3 in a mixture of THF and methanol at 60 °C gave the corresponding 6-arylphenanthridines in good to moderate yields. The present reaction is a one-pot method for the preparation of 6-arylphenanthridines from aryl o-biaryl ketones through the cyclization of imino-nitrogen-centered radicals that were generated from N-iodo aryl o-biaryl ketimines formed from the reaction of aryl biaryl ketimines with molecular iodine.

Synthesis, aggregation-enhanced emission, polymorphism and piezochromism of TPE-cored foldamers with through-space conjugation

A series of new folded tetraphenylethene derivatives with different substituents are stereoselectively synthesized, which exhibit interesting through-space conjugation, aggregation-enhanced emission, polymorphism and piezochromism properties.

Stereoselective synthesis of folded luminogens with arene-arene stacking interactions and aggregation-enhanced emission

Tetraphenylethene derivatives with a folded Z-conformation and aggregation-enhanced emission characteristics are synthesized from 2-arylbenzophenones. The intramolecular rotation of the folded luminogens is partially suppressed, resulting in improved emission efficiencies in solutions.

P,N,N-Pincer nickel-catalyzed cross-coupling of aryl fluorides and chlorides

P,N,N-Pincer nickel complexes [Ni(Cl){N(2-R2PC6H 4)(2′-Me2NC6H4)}] (R = Ph, 3a; R = Pri, 3b; R = Cy, 3c) were synthesized and their catalysis toward the Kumada or Negishi cross-coupling reaction of aryl fluorides and chlorides was evaluated. Complex 3a effectively catalyzes the cross-coupling of (hetero)aryl fluorides with aryl Grignard reagents at room temperature. Complex 3a also catalyzes the cross-coupling of (hetero)aryl chlorides and arylzinc reagents at 80 °C with low catalyst loadings and good functional group compatibility. the Partner Organisations 2014.

Nickel-catalyzed cross-coupling of aryl fluorides and organozinc reagents

Ni(PCy3)2Cl2 was demonstrated to effectively catalyze cross-coupling of aryl fluorides and organozinc reagents. Both electron-poor and -rich aryl fluorides can react effectively with nucleophiles including aryl-, methyl-, and benzylzinc chlorides. A wide range of substituents and functional groups are tolerated. In the presence of a directing group, PhC(O), the reaction is selective for cleavage of the C-F bond ortho to the carbonyl substituent in a difluoroarene.

Photogeneration and chemistry of biphenyl quinone methides from hydroxybiphenyl methanols

The photosolvolysis of several biphenyl methanols (Ph-PhCH[Ph]OH) substituted with hydroxy or methoxy groups on the benzene ring not containing the -CH(Ph)OH moiety has been studied in aqueous solution. This work is a continuation of our studies of photosolvolysis of hydroxy-substituted arylmethanols that generate quinone methide intermediates, some of which are known to be relevant intermediates in toxicology and in biological and organic chemistry in general. In this study, we further probe the ability of the biphenyl ring system to transmit charge from the ring substituted with a potential electron-donating group (hydroxy and methoxy) to the adjacent benzene ring that contains a labile benzyl alcohol moiety. We show that in systems with a hydroxy substituent, biphenyl quinone methides (BQM) are the first formed intermediates that are detectable by nanosecond laser flash photolysis, and are responsible for the observed overall photosolvolysis reaction of these compounds. The highly conjugated BQM are found to absorb at long wavelengths (λmax 580 and ～750 nm for the p,p′ and o,p′-isomers, respectively) with relatively long lifetimes in neutral aqueous solution (500 and 30 μs, respectively). The BQM from the o,p′-isomer was found to undergo a competing intramolecular Friedel-Crafts alkylation, to give a fluorene derivative.

Cobalt(II)-catalyzed cross-coupling between polyfunctional arylcopper reagents and aryl fluorides or tosylates

Organocopper compounds prepared by the transmetalation of functionalized arylmagnesium halides with CuCN-2LiCI undergo smooth cross-coupling reactions with aryl fluorides and tosylates bearing a carbonyl function in the ortho position in the presence of C

Cobalt-catalyzed cross-coupling reactions of heterocyclic chlorides with arylmagnesium halides and of polyfunctionalized arylcopper reagents with aryl bromides, chlorides, fluorides and tosylates

A range of aromatic organocopper or organomagnesium compounds undergo smooth cross-coupling reactions with aryl bromides, chlorides, fluorides and tosylates, leading to polyfunctionalized aromatics or heterocycles in the presence of cobalt salts (5-7.5 mol%) as catalysts. Very mild reaction conditions are needed and, in the case of cross-coupling with organocopper compounds, Bu4NI (1 equiv) and 4-fluorostyrene (20 mol%) are essential as promoters for successful couplings. Georg Thieme Verlag Stuttgart.

IRON OR COBALT-CATALYZED CARBON-CARBON COUPLING REACTION OF ARYLS, ALKENES AND ALKINES WITH COPPER REAGENTS

The invention relates to a method for combining carbon-carbon bonds starting from a copper compound of an aryl, heteroaryl, alkene or alkine and an aryl, heteroaryl, alkene or alkine compound with a suitable nucleofuge. The copper compounds can be produced inter alia by transmetallization from a Gignard or lithium compound. The cross-coupling of said compounds is carried out with a halogen-substituted aryl compound with the aid of an iron or cobalt catalyst using a suitable solvent and suitable additives.

Iron-catalyzed aryl-aryl cross-couplings with magnesium-derived copper reagents

(Chemical Equation Presented) Well-matched couples: Functionalized aryl and heteroaryl copper species obtained from the corresponding magnesium derivatives undergo Fe-catalyzed cross-coupling reactions with aryl iodides that bear keto, ester, triflate, or nitrile groups (see scheme).