344-07-0Relevant articles and documents
Dehalogenative aromatization of perchlorofluoroalicyclic compounds C6Cl6F6, C10Cl8F8 and C5Cl4F5N in the vapour phase or in solution
Bardin, Vadim V.,Trukhin, Dmitrii V.,Adonin, Nicolay Yu.,Starichenko, Vladimir F.
, p. 1431 - 1435 (2004)
Dehalogenation of perhalogenated cyclohexanes C6Cl6F6, 1-azacyclohexenes C5Cl4F5N and bicyclo[4.4.0]dec-1(6)-enes C10Cl8F8 in the vapour phase over iron fil
Formation of NO(A 2Σ+, C 2Πr, D 2Σ+) by the ion-ion neutralization reactions of NO+ with C6F5Cl-, C6F5Br-, and C6F5- at thermal energy
Tsuji, Masaharu,Ishimi, Hiroaki,Nishimura, Yukio,Obase, Hiroshi
, p. 2701 - 2709 (1996)
The ion-ion neutralization reactions of NO+(Χ 1Σ+:υ″ = 0) with C6F5Cl-, C6F5Br-, and C6F5- have been spectroscopically studied in the flowing helium afterglow. The NO(Α 2Σ+ - Χ 2Πr,C 2Πr-Χ 2Πr,D 2Σ+-Χ 2Πr) emission systems are observed in the NO+/C6F5Cl- reaction with the branching ratios of 0.96, 0.017, and 0.028, respectively, while only the NO(Α-Χ) emission system is found in the NO+/C6F5Br- and NO+/C6F5- reactions. The vibrational and rotational distributions of NO(Α, C, D) indicate that only 1%-11% of the excess energy is deposited into vibration and rotation of NO(Α, C, D) for all the reactions. In the NO+/C6F5X- (X=Cl,Br) reactions, a major part of the excess energy is expected to be partitioned into the relative translational energy of the neutral products and the vibrational energy of C6F5X. A comparison of the observed vibrational and rotational distributions with the statistical prior ones indicates that the reaction dynamics is not governed by a simple statistical theory because of the large impact parameter. The excitation mechanism of NO(Α, C, D) in the ion-ion neutralization reactions of NO+ with C6F5X- (X=F,Cl,Br,CF3) and C6F5- is discussed.
The formation of 1,2,3,4-tetrafluoronaphthalene in the co-pyrolysis of pentafluorobenzenesulphonyl chloride or pentafluoronitrobenzene with butadiene
Platonov,Osina,Maksimov,Kolechkina
, p. 191 - 192 (1999)
Co-pyrolysis of pentafluorobenzenesulphonyl chloride or pentafluoronitrobenzene with butadiene in a flow system at 500-635°C gave 1,2,3,4-tetrafluoronaphthalene.
Unexpected distinction in reactivity of pentafluorobenzenesulfonyl halides toward organolithiums and organomagnesium halides
Bardin, Vadim V.,Maksimov, Alexander M.
, p. 731 - 737 (2017/10/16)
C6F5SO2Cl reacts with organolithiums and organomagnesium halides RM (R = Me, Bu, Ph; M = Li, MgX) to give mainly C6F5H and C6F5Cl. C6F5SO2Br and
PROCESS FOR THE PREPARATION OF ORGANIC HALIDES
-
Paragraph 00146, (2017/08/01)
The present invention provides a halo-de-carboxylation process for the preparation of organic chlorides, organic bromides and mixtures thereof, from their corresponding carboxylic acids, using a chlorinating agent selected from trichloroisocyanuric acid (TCCA), dichloroisocyanuric acid (DCCA), or combination thereof, and a brominating agent.
Synthesis of chloropolyfluoroarenes from polyfluoroarenethiols and PCl5
Nikul'shin,Maksimov,Platonov
, p. 200 - 205 (2016/04/19)
Replacement of the thiol group in polyfluoroarenethiols with chlorine was performed by treating with PCl5 as chlorinating agent. By heating in ampules at 200-220°C polyfluoro- and polyfluorochloroarenethiols with PCl5 mono- and dichloropolyfluoroarenes and also 1,2,4-trifluorotrichlorobenzene were synthesized. Dichloropolyfluoroarenes contain chlorine atoms in ortho- and para-positions.
Xenon(IV)-carbon bond of [C6F5XeF2]+; Structural characterization and bonding of [C6F5XeF2][BF4], [C6F5XeF2][BF4]·2HF, and [C6F5XeF2][BF4]· n NCCH 3 (n = 1, 2); And the fluorinating properties of [C6F5XeF2][BF4]
Koppe, Karsten,Haner, Jamie,Mercier, Hlne P. A.,Frohn, Hermann-J.,Schrobilgen, Gary J.
, p. 11640 - 11661 (2015/01/16)
The [C6F5XeF2]+ cation is the only example of a XeIV-C bond, which had only been previously characterized as its [BF4]- salt in solution by multi-NMR spectroscopy. The [BF4]- salt and its new CH3CN and HF solvates, [C6F5XeF2][BF4]·1.5CH3CN and [C6F5XeF2][BF4]·2HF, have now been synthesized and fully characterized in the solid state by lowerature, single-crystal X-ray diffraction and Raman spectroscopy. Crystalline [C6F5XeF2][BF4] and [C6F5XeF2][BF4]·1.5CH3CN were obtained from CH3CN/CH2Cl2 solvent mixtures, and [C6F5XeF2][BF4]·2HF was obtained from anhydrous HF (aHF), where [C6F5XeF2][BF4]·1.5CH3CN is comprised of an equimolar mixture of [C6F5XeF2][BF4]·CH3CN and [C6F5XeF2][BF4]·2CH3CN. The crystal structures show that the [C6F5XeF2]+ cation has two short contacts with the F atoms of [BF4]- or with the F or N atoms of the solvent molecules, HF and CH3CN. The lowerature solid-state Raman spectra of [C6F5XeF2][BF4] and C6F5IF2 were assigned with the aid of quantum-chemical calculations. The bonding in [C6F5XeF2]+, C6F5IF2, [C6F5XeF2][BF4], [C6F5XeF2][BF4]·CH3CN, [C6F5XeF2][BF4]·2CH3CN, and [C6F5XeF2][BF4]·2HF was assessed with the aid of natural bond orbital analyses and molecular orbital calculations. The 129Xe, 19F, and 11B NMR spectra of [C6F5XeF2][BF4] in aHF are reported and compared with the 19F NMR spectrum of C6F5IF2, and all previously unreported J(129Xe-19F) and J(19F-19F) couplings were determined. The long-term solution stabilities of [C6F5XeF2][BF4] were investigated by 19F NMR spectroscopy and the oxidative fluorinating properties of [C6F5XeF2][BF4] were demonstrated by studies of its reactivity with K[C6F5BF3], Pn(C6F5)3 (Pn = P, As, or Bi), and C6F5X (X = Br or I).
Interaction of the electrophilic bis(pentafluorophenyl)iodonium cation [(C6F5)2I]+ with the ambident pseudohalogenide anions [SCN]- and [CN]-
Hirschberg, Markus E.,Barthen, Peter,Frohn, Hermann-Josef,Bl?ser, Dieter,Tobey, Briac,Jansen, Georg
, p. 28 - 33 (2014/05/20)
The iodonium pseudohalide compounds, [(C6F5) 2I][X] (X = SCN and CN) were synthesized by means of fluoride substitution in [(C6F5)2I][F] with the Lewis acidic reagents (CH3)3Si-NCS and (CH3) 3Si-CN. The isolated iodonium pseudohalides are intrinsically unstable solids. Decomposition resulted in equimolar amounts of C 6F5I and C6F5SCN or C 6F5I and C6F5CN, respectively. In case of [(C6F5)2I][SCN] single crystals could be grown from CH2Cl2. The crystal structure revealed a dimer with an eight membered ring formed by two ambident anions bridging the iodine atoms of two cations by N and S coordination. The favored dimerization of [(C6F5)2I][SCN] and [(C6F 5)2I][CN] in the gas phase is supported by ab initio computations.
A neutral Gold(III)-Boron transmetalation
Hofer, Manuel,Gomez-Bengoa, Enrique,Nevado, Cristina
supporting information, p. 1328 - 1332 (2014/04/17)
The occurrence of direct transmetalation between gold(III) and boron species during gold-catalyzed cross-coupling reactions has recently become the subject of intense discussion. In this work, we investigate the transmetalation reaction between discrete, stable gold(III) complexes and boron reagents. Interestingly, electron-rich arylboronic acids remain unreactive under neutral conditions, whereas electron-deficient species undergo transmetalation in a highly efficient manner.
Thermal versus photochemical reductive elimination of aryl chlorides from NHC-gold complexes
Ghidiu, Michael J.,Pistner, Allen J.,Yap, Glenn P. A.,Lutterman, Daniel A.,Rosenthal, Joel
, p. 5026 - 5029 (2013/10/08)
Two homologous complexes of the type [(NHC)AuI-Ar], in which the aryl substituent was either phenyl or pentafluorophenyl, were prepared. Treatment of [(IPr)AuIC6F5] with PhICl 2 leads directly to the expected AuIII oxidation addition product [(IPr)AuIII(Cl)2C6F5]. This complex is thermally stable but undergoes photochemical reductive elimination to deliver [(IPr)AuICl] and C6F5Cl. In contrast, the reaction of [(IPr)AuIPh] with PhICl2 does not deliver an isolable AuIII oxidation addition product but rather leads directly to the formation of [(IPr)AuICl] and PhCl, presumably via a [(IPr)AuIII(Cl)2Ph] intermediate. These related reactivity pathways are rationalized on the basis of the electronic structures of the two [(NHC)AuI-Ar] complexes.
