183313-52-2

Upstream product

• 851591-22-5 2-benzoylphenyl 4-methylbenzenesulfonate 
• 2633-66-1 2-mesitylmagnesium bromide 
• 183313-48-6 4,4-Dimethyl-2-(2',4',6'-trimethyl-biphenyl-2-yl)-4,5-dihydro-oxazole 
• 57598-33-1 2-(2-methoxyphenyl)-4,4-dimethyl-2-oxazoline 
• 117-99-7 2-Hydroxybenzophenone 
• 591-51-5 phenyllithium 
• 153868-35-0 2′,4′,6′-trimethyl-[1,1′-biphenyl]-2-carboxylic acid 

Downstream Products

• 183313-59-9 (2',4',6'-trimethylbiphenyl-2-yl)phenyldiazomethane 
• 183313-61-3 (2',4',6'-trimethylbiphenyl-2-yl)phenylmethanol 

Relevant academic research and scientific papers

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.

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

Intramolecular reactivity of arylcarbenes: Biphenyl-2-ylcarbenes

Biphenyl-2-ylcarbenes, 2-ArC6H4CR, were generated photolytically and thermally from diazo precursors. Cyclization, leading to fluorenes, competes with capture of the carbenes by methanol but proceeds faster than intramolecular hydrogen shifts (with R = Me) and intermodular C - H insertion reactions (with R = H in cyclohexane). By comparison of product ratios with kinetic data for related carbenes from the literature, the cyclization rate is estimated as ca 1011 s-1. The intramolecular reactivity of biphenyl-2-ylcarbenes is not significantly attenuated by variation of R (R = H, Me, Ph). Very minor effects of triplet sensitization and methanol quenching indicate that fluorenes arise from spin-equilibrated biphenyl-2-ylcarbenes, presumably from the singlet state. When Ar = mesityl, the carbene predominantly inserts into C - H bonds of the 2′-methyl groups, giving rise to a dihydrophenanthrene. Formation of a fluorene derivative, by formal insertion into C - C bonds, occurs as a minor process. This unprecedented reaction points to intervention of an o-xylylene in which the methyl group migrates. Laser flash photolysis (LFP) of 2-PhC6H4CN2Ph generates a transient absorption which is due to the T0→Tn transition of 9-phenylfluorene rather than to the presumed o-xylylene. On LFP of 2-ArC6H4CN2Ph in trifluoroethanol-acetonitrile, protonation of the carbenes gives rise to carbocations, 2-ArC6H4CH+Ph. The transient absorption spectra of these cations are strongly influenced by twisting about the Ar - Ar bond (Ar = Ph 4.