22006-43-5Relevant academic research and scientific papers
FLUORINATIONS WITH COMPLEX METAL FLUORIDES. PART 9. FLUORINATIONS OF TOLUENE AND XYLENE DERIVATIVES BY MEANS OF CAESIUM TETRAFLUOROCOBALTATE(III)
Bailey, John,Plevey, Raymond G.,Tatlow, John Colin
, p. 1 - 14 (1987)
Benzotrifluoride at 320 deg C afforded some m-fluorobenzotrifluoride and octafluorotoluene (III), together with perfluoromethylcyclohexane (I), and also traces of 2H-heptafluorotoluene and 1-trifluoromethylnonafluorocyclohex-1-ene.Toluene itself gave (difluoromethyl)benzene, fluoro- and difluoro-methylpentafluorobenzene, difluoromethylundecafluorocyclohexane and (I); also traces of di- and tri-fluoromethylnonafluorocyclohex-1-ene: no benzotrifluoride or (III) were detected. 1,3-Bis(trifluoromethyl)benzene at 420 deg C gave 4,5,6-trifluoro-1,3-bis(trifluoromethyl)benzene, decafluoro-1,3-dimethylbenzene, and perfluoro-1,3-dimethylcyclohexane.Para-xylene at 350 deg C afforded 1,4-bis(difluoromethyl)tetrafluorobenzene, 1-difluoromethyl-4-trifluoromethyltetrafluorobenzene, decafluoro-1,4-dimethylbenzene (XIX), and perfluoro-1,4-dimethylcyclohexane (XVIII).Defluorination occurred to a significant extent on passage of the saturated cyclic fluorocarbons (I) and (XVIII) over the fully spent fluorinating agent (presumably caesium trifluorocobaltate) at ca. 400 deg C; the fluorocarbon arenes, (III) and (XIX) respectively, were obtained.
C-F Bond Activation of a Perfluorinated Ligand Leading to Nucleophilic Fluorination of an Organic Electrophile
Hanson-Heine, Magnus W. D.,Licence, Peter,Marr, Andrew C.,Morgan, Patrick J.,Saunders, Graham C.,Thomas, Hayden P.
, p. 2116 - 2124 (2020)
We report a fluorine transfer reaction in which fluorine from a perfluorinated ligand undergoes C-F bond activation and transfers to an electrophile, resulting in the formation of a new fluorinated product and dimerization of the monodefluorinated complex. Treatment of [(η5,κ2C-C5Me4CH2C6F5CH2NC3H2NMe)-RhCl] with the organic electrophile, toluoyl chloride, resulted in the formation of a rhodium(III) metallocycle via C-F bond activation assisted defluorinative coupling. Fission of the C-F bond liberated nucleophilic fluoride, which converted acyl chloride to acyl fluoride. The overall reaction was monitored using a multivariate analysis approach in real time.
Denitrogenative hydrofluorination of aromatic aldehyde hydrazones using (difluoroiodo)toluene
Kulkarni, Kaivalya G.,Miokovic, Boris,Sauder, Matthew,Murphy, Graham K.
supporting information, p. 9907 - 9911 (2016/10/31)
An operationally simple conversion of aromatic aldehyde hydrazones to monofluoromethylated arenes is reported. The hypervalent iodine reagent TolIF2 serves as an oxidant, converting the hydrazone to the corresponding diazo compounds. The by-product of the oxidation process, HF, is consumed in situ by a denitrogenative hydrofluorination reaction of the diazo group.
REACTION OF POLYFLUORINATED DERIVATIVES OF BENZENE CONTAINING HYDROGEN ATOMS IN THE SIDE CHAIN WITH VANADIUM PENTAFLUORIDE
Avramenko, A. A.,Bardin, V. V.,Karelin, A. I.,Krasil'nikov, V. A.,Tushin, P. P.,et al.
, p. 2318 - 2323 (2007/10/02)
The treatment of C6F5R (R=CH3, CH2F, CHF2) compounds with vanadium pentafluoride at -25 to -30 deg C leads to a 1-R-heptafluoro-1,4-cyclohexadienes, 1-R-nonafluorocyclohexenes, and products form fluorination of the side chain.Fluorination of the anisole derivatives C6F5OCH3 and C6F5OCHF2 only takes place in the aromatic ring.
Pesticidal fluorinated esters of the pyrethrin or pyrethroid type
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, (2008/06/13)
The invention concerns novel pesticidal esters of the pyrethrin or pyrethroid type in which the methylene group bonded to the ester carbonyl and/or ester oxygen bears a fluorine substituent. The compounds of the invention are active against insect pests including flies, moths, aphids and beetles and acarina pests including ticks.
