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Showing papers in "Journal of Fluorine Chemistry in 1993"


Journal ArticleDOI
TL;DR: In this paper, the trifluoromethylated derivatives, RCF3, were obtained in moderate to high yields by a process involving diffluorocarbene and trifloorocarbiene intermediates.

69 citations


Journal ArticleDOI
TL;DR: In this paper, the behavior of the fluoride ion as a nucleophile and a leaving group in SNAr reactions in the gas phase and in solution is analyzed, and the factors governing the regioselectivity of fluorine atomsubstitution in SNAR reactions are discussed.

65 citations


Journal ArticleDOI
TL;DR: In this article, Enone 1 reacts with electron-rich aromatic systems such as indole and N,N -dimethylaniline in the presence of a Lewis acid catalyst to give a β-arylvinyltrifluoromethylketone.

45 citations


Journal ArticleDOI
M. Hudlický1
TL;DR: In this paper, the natural (−)-4-trans-hydroxy-L -proline was synthesized starting with the natural trans-4-fluoroglutamic acid and the mixture wasoxidized by ruthenium tetroxide to methyl 1-acetyl-cis-4fluoro-L-pyrrolidin-5-one-2-carboxylate.

43 citations


Journal ArticleDOI
TL;DR: In this article, the synthesis and structural characterization of tetra(1 H, 1 H, 2 H, 2 H -polyfluoroalkyl)silanes with the same or different chain lengths C n F 2 n +1 linked to Si (1⩽ n ⩽6) is reported.

41 citations


Journal ArticleDOI
TL;DR: In this article, the synthesis and spectroscopic characterization of diorganotin(IV) bis(difluorobenzoates) [F2C6H3COO]2SnR2 [type a] and bis[diorgano (diflorenzoato)tin(IV)] oxides {[(F2c6H 3COO)R2Sn]2O}2]2] [type b] are described.

40 citations


Journal ArticleDOI
TL;DR: In this article, it was shown that perfluoro-oxa-alkyl radicals produced by the decomposition of corresponding peroxides are more stable than perfluoroalkyl radical peroxide, and their higher stabilities explain the formation of higher molecular weight in the perfluoroxaalkylated acrylic acid oligomers.

37 citations


Journal ArticleDOI
TL;DR: In this paper, it was shown that the reaction of 1,1,1.5,5, 5,5-hexafluoropentane-2,4-dione with hydrazine (N 2 H 4 ) in boiling ethanol gives 3,5 bis(trifluoromethyl)pyrazole, but reaction with N -aryl or N -aroyl hydrazines gives the 1-aryl- or 1-ARoyl-3, 5-dihydro-5-hydroxypyrazoles

35 citations


Journal ArticleDOI
TL;DR: In this paper, the exhalation of perfluorocarbons (PFCs) from the organism after administration of PFC-based blood substitutes is discussed in terms of their lipid solubilities, which may be correlated with their critical solution temperatures (CSTs) with n-hexane, of which a number of measurements are reported.

35 citations


Journal ArticleDOI
TL;DR: In this paper, the pyrolysis of some branched perfluoroalkanes has been studied, where homolytic cleavage of the most hindered carbon-carbon bond occurs, followed by coupling and rearrangement of the radicals so formed.

33 citations


Journal ArticleDOI
TL;DR: The history of perfluorochemicals as oxygen transport agents and a comparison of potential second generation perfluors is outlined in this paper, where the authors compare the performance of 1-Bromoperfluorooctane (perflubron,perfluorOOctyl bromide, PFOB) compared to other perfluoric compounds.

Journal ArticleDOI
TL;DR: The reactions of 2-(trifluoromethyl)propenoic acid with unsaturated Grignard reagents have been examined in this article, and the results showed that the reaction gave 2-difluorsomethylene-4-pentenoicacid (II) and analogous acids were obtained from propenyl and butenyl magnesiumhalides.

Journal ArticleDOI
TL;DR: In this paper, a deiodosulfination, chlorination, and then chlorine-fluorine exchange reaction of α,ω-diiodoperfluoroalkanes I(CF2)nI (n=3, 4, 6).

Journal ArticleDOI
TL;DR: In this article, a free-radical mechanism was proposed for the rearrangement of 2-Iodo-3-perfluoroalkyl-2-propyl acetates.

Journal ArticleDOI
TL;DR: The first successful application of the copper-mediated crosscoupling reaction using secondary perfluorooxaalkyl iodides and iodoaromatic substrates is described in this article.

Journal ArticleDOI
TL;DR: In this article, the synthesis of fluorinated phenothiazines and 1,4-benzothiazine via a Smiles rearrangement of N-formylateddiphenylsulphides is reported.

Journal ArticleDOI
TL;DR: In this article, the SS bond of polysulfides plays a vital role in biological processes, and the chemistry of the S-S bond has attracted considerable attention.

Journal ArticleDOI
TL;DR: The distribution of isomers formed was consistent with a radical reaction mechanism as mentioned in this paper, which is consistent with the distribution of the isomers obtained in the presence of Rongalite under mild conditions.

Journal ArticleDOI
TL;DR: In this paper, the authors reviewed the recent research activities directed toward the synthesis of 2′-β-fluoro-substituted nucleosides by nucleophilic displacement of an activated 2′hydroxy group of preformedribonucleoside.

Journal ArticleDOI
TL;DR: The influence of neighbouring groups in the 2-position is considered in this article, where the influence of neighboring groups in two positions is considered, i.e., 2.e.

Journal ArticleDOI
TL;DR: The free-radical addition of 2-(perfluoroalkyl)ethanethiols (R F CH 2 CH 2 SH) to alkenes, cycloalkenes, alkadienes and alkynes has been studied to determine: (1) the mode ofreaction, i.e. the stereochemistry, regiochemistry and any skeletal changes; (2) the relativereactivity towards unsaturates of differing structures and classes as affected by the presenceof the R F group; and (3) the influence of the reaction conditions on the rate of

Journal ArticleDOI
TL;DR: In this article, the 19F NMR data and vibrational spectra have been compared with those of related compounds, including tris(trifluoroacetate), pentafluorobenzene and corresponding sulphonic acid in trifluoracetic acid.

Journal ArticleDOI
TL;DR: In this article, 1,1-Difluoro-1,3-enynes have been synthesized in good yield via the in-situ generation of 1-alkyl-2,2-difluorovinylboranes by successive treatment of 2,2, 2-trifluorosethyl p-toluenesulfonate with butyl-lithium and trialkylboranes, followed by the coupling reaction with 1-halo-1-alkynes in the presence of cuprous iodide.

Journal ArticleDOI
Shi-zheng Zhu1
TL;DR: Aryl bis(perfluoroalkanesulfonyl)methanes have been prepared in high yield by the pyrolysis of arenediazonium bis (perfluoralkanes sulfonyl)-methides obtained from the reaction ofarenediaonium chlorides with potassium bis(PERfluoro ammonium sulfonyls) methides.

PatentDOI
TL;DR: In this paper, a continuous process for the preparation of perfluoroalkyl iodides containing from 4 to 12 carbon atoms by thermal telomerization of tetrafluoroethylene by pentafluoro methyl iodide or heptafluoroisopropyl iodide in a tubular reactor is described.

Journal ArticleDOI
TL;DR: In this paper, the formula C 6 F 5 MX 3 reacts with XeF 2, exchangingchlorine (bromine) atoms for fluorine atoms, by the addition of two fluorineatoms to the pentafluorophenyl ring.

Journal ArticleDOI
TL;DR: In this paper, a trifluoromethyl-substituted conjugated enynes have been synthesized in good to excellentyield through palladium-catalyzed condensations of 2-bromo-3, 3,3,3-trifluorsopropene with 1-alkynes.

Journal ArticleDOI
TL;DR: In this article, the formation of 1 is a result of Cl/F exchange between an intermediate (R F ) 2 SiCl 2 and the CF 3 groups of the ligand.

Journal ArticleDOI
TL;DR: In this paper, the insertion of CF:2 into carbon-copper bonds has been used to obtain perfluoroalkylated compounds, which are considered to be former by the insertion.

Journal ArticleDOI
TL;DR: In this article, the authors show that perfluoroalkanesulfonamides with thionyl chloride react easily with aromatic aldehydes giving N -perfluoroalkaneulfonyl aromatic imines, R f SO 2 NCHAr, through elimination of sulfurdioxide.