54773-19-2Relevant academic research and scientific papers
C?H Bond Trifluoromethylation of Arenes Enabled by a Robust, High-Valent Nickel(IV) Complex
D'Accriscio, Florian,Borja, Pilar,Saffon-Merceron, Nathalie,Fustier-Boutignon, Marie,Mézailles, Nicolas,Nebra, Noel
supporting information, p. 12898 - 12902 (2017/09/13)
The robust, high-valent NiIV complex [(Py)2NiIVF2(CF3)2] (Py=pyridine) was synthesized and fully characterized by NMR spectroscopy, X-ray diffraction, and elemental analysis. It reacts with aromatic compounds at 25 °C to form the corresponding benzotrifluorides in nearly quantitative yield. The monomeric and dimeric NiIIICF3 complexes 2?Py and 2 were identified as key intermediates, and their structures were unambiguously determined by EPR spectroscopy and X-ray diffraction. Preliminary kinetic studies in combination with the isolation of reaction intermediates confirmed that the C?H bond-breaking/C?CF3 bond-forming sequence can occur both at NiIVCF3 and NiIIICF3 centers.
Phosphovanadomolybdic acid catalyzed direct C-H trifluoromethylation of (hetero)arenes using NaSO2CF3 as the CF3 source and O2 as the terminal oxidant
Li, Chifeng,Suzuki, Kosuke,Yamaguchi, Kazuya,Mizuno, Noritaka
supporting information, p. 1417 - 1420 (2017/02/23)
A direct C-H trifluoromethylation of (hetero)arenes using NaSO2CF3 (Langlois' reagent) as the CF3 source and O2 as the terminal oxidant has been developed. In the presence of catalytic amounts of phosphovanadomolybdic acids, such as H6PV3Mo9O40, various kinds of substituted benzenes and heteroaromatic compounds could be converted into the corresponding trifluoromethylated products.
Method for preparing halogenated 2-amino or 2-acetamido trifluoromethylbenzene derivatives
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, (2008/06/13)
The halogenation of a compound of formula (1) or formula (2′), wherein Q is an NH2group optionally in the form of an addition salt, or an NHCOCH3group, and X is a halogen atom, using a compound of formula X2, in a solvent selected from an anhydrous halogenated hydrocarbon, a mixture of water and a halogenated hydrocarbon and optionally the compound of formula (1) itself, gives a 2-amino or 2-acetamido trifluoromethylbenzene halogenated in the 5 position of the benzene ring.
RELATIONSHIPS AND KINETICS OF THE EXHAUSTIVE CHLORINATION OF m-CHLOROTRIFLUOROMETHYLBENZENE AND TRIFLUOROMETHYLBENZENE
Alikhanov, P. P.,Ushakov, A. A.,Kuznetsova, G. N.,Kalinachenko, V. R.,Motsarev, G. V.
, p. 734 - 740 (2007/10/02)
The exhaustive electrophilic chlorination of m-chlorotrifluoromethylbenzene and trifluoromethylbenzene, catalyzed by ferric chloride , was investigated on the basis of a correlation approach.The relationships governing the regulation of the reactivity of the chlorine derivatives of trifluoromethylbenzene were studied.A quantitative relation was established between the direction of chlorination and the effects of the substituents; the effects of the latter remain unchanged in the polychloro derivatives of trifluoromethylbenzene, while the overall effect is close to additive.The distribution of the isomers was determined for various degrees of substitution of trifluoromethylbenzene: monochloro, 2- , 3- , 4- ; dichloro, 2,5- , 3,4- , 2,3- , 3,5- ; trichloro, 2,3,5- and 2,4,5- , 3,4,5- , 2,3,6- , 2,3,4- ; tetrachloro-, 2,3,5,6- , 2,3,4,5- .The following derivatives are formed during the chlorination of m-chlorotrifluoromethylbenzene: dichloro, 2,5- , 3,4- , 2,3- , 3,5- ; trichloro, 2,3,5- and 2,4,5- , 3,4,5- , 2,3,6- , 2,3,4- ; tetrachloro, 2,3,5,6- , 2,3,4,5- .The distribution of the isomers agrees with the distribution calculated on the basis of the employed parameters and the additivity principle.The compositions of the products with various degrees of chlorination are given satisfactorily by kinetic curves describing a multistage system of consecutive and parallel irreversible first-order reactions.
