- Phenyltetrafluorotelluromethoxide - A new fluorinating reagent for olefins
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Phenyltetrafluorotelluromethoxide fluorinates olefins to form 1,2-difluorides. The reaction with styrene afforded 1-fluoro-4-phenyl-1,2-dihydronaphthalene as the main product.
- Lermontov,Bahtin
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- The vicinal F-C-C-F moiety as a tool for influencing peptide conformation
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Diastereoisomers of bis(amino acid amides) of 2,3-difluorosuccinic acid have been prepared and the erythro- and threoisomers display very different conformations. The Royal Society of Chemistry 2005.
- Schueler, Martin,O'Hagan, David,Slawin, Alexandra M. Z.
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- A clean and selective radical homocoupling employing carboxylic acids with titania photoredox catalysis
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A titania photoredox catalysis protocol was developed for the homocoupling of C-centered radicals derived from carboxylic acids. Intermolecular reactions were generally efficient and selective, furnishing the desired dimers in good yields under mild neutral conditions. Selective cross-coupling with two acids proved unsuccessful. An intra-molecular adaptation enabled macrocycles to be prepared, albeit in modest yields. (Chemical Equation Presented).
- Manley, David W.,Walton, John C.
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supporting information
p. 5394 - 5397
(2015/02/19)
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- Hexafluoropropene oxide - a fluorinating reagent for the formation of element-fluorine bonds
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Hexafluoropropene oxide (HFPO) is shown to be a good reagent for the nucleophilic formation of the element-fluorine bond in organoelement compounds. Fluorides of Bi, Sb, Se, Te and I were prepared from appropriate oxygen compounds.
- Lermontov,Rakov,Zefirov,Stang
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p. 103 - 105
(2007/10/03)
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- Utility of silicon tetrafluoride as a catalyst of reactions with xenon difluoride: Fluorinations of phenyl alkenes and benzaldehydes
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Application of silicon tetrafluoride to fluorinations with xenon difluoride as a catalyst is investigated. It was found that vic-difluorination of phenyl alkenes and transformation of benzaldehydes to difluoromethoxybenzenes using xenon difluoride are enhanced by silicon tetrafluoride.
- Tamura, Masanori,Takagi, Toshiyuki,Quan, Heng-Dao,Sekiya, Akira
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p. 163 - 166
(2007/10/03)
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- Fluorination of olefins with PhSeF3, PhSeF5 and PhTeF5
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Phenyselenium trifluoride, PhSeF3 (PSTF) either oxidatively difluorinates or selenofluorinates olefins, depending on their structures. The pentafluorides PhSeF5 and PhTeF5 appear to be effective difluorinating reagents, af
- Lermontov, Sergei A.,Zavorin, Sergei I.,Bakhtin, Ilya V.,Pushin, Alexei N.,Zefirov, Nikolai S.,Stang, Peter J.
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- FLUORINATING PROPERTIES OF PhTeF5 AND PhSeF5 TOWARDS C=C BOND
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Phenylselenium pentafluoride and phenyltellurium pentafluoride react with olefins affording appropriate 1,2-difluorides under mild conditions.Key words: Phenylselenium pentafluoride, phenyltellurium pentafluoride, xenon difluoride, olefins, difluorination, electrophilic addition.
- Lermontov, Sergei A.,Zavorin, Sergei I.,Bakhtin, Ilya V.,Zefirov, Nikolai S.,Stang, Peter J.
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p. 283 - 286
(2007/10/02)
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- Oxidative fluorination in amine-HF mixtures
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The selective electrochemical fluorination of alkenes, phenanthroline, naphthalene and chlorobenzene in neat amine-HF mixtures is described, together with the chemistry of 4,4-difluorocyclohexadienone.
- Meurs,Eilenberg
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p. 705 - 714
(2007/10/02)
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- Reaction of epoxides with diethylaminosulfur triflouride
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Diethylaminosulfur triflouride (DAST) reacts with epoxides (oxiranes) to form geminal diflourides, vicinal diflourides, and bis(2-fluoroalkyl) ethers. Thus cyclopentene oxide gave cis-1,2-difluorocyclopentane and bis(2-fluorocyclopentyl) ether; cyclohexene oxide gave cis-1,1-difluorocyclohexane and bis(2-fluorocylohexyl) ether; styrene oxide gave 1,1-difluoroethylbenzene and 1,2-difluoroethylbenzene; and cis- and trans-stilbene oxides gave mixtures of meso- and racemic 1,2-difluoro-1,2-diphenylethanes together with 1,1-difluoro-2,2-diphenylethane resulting from a rearrangement. Cyclooctene oxide and cyclohexene sulfide do not react appreciably under the same conditions.
- Hudlicky, Milos
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p. 373 - 384
(2007/10/02)
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- A New Method for Indroducing Iodo and Bromo Fluorides into Organic Molecules Using Elemental Fluorine
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A new method for introducing IF and BrF into organic compounds is developed.These reagents have been prepared by the direct action of elemental fluorine on the two respective halogens at low temperatures.The reactions of these interhalogen compounds with
- Rozen, Shlomo,Brand, Michael
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p. 3342 - 3348
(2007/10/02)
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- A NOVEL METHOD FOR PREPARATION OF VICINAL FLUORO-IODO COMPOUNDS USING ELEMENTAL FLUORINE
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Elemental fluorine reacts with iodine at -75 deg and the resulting IF is reacted, without any isolation or purification, with olefins thus producing fluoro-iodo compounds in an excellent regio- and stereospecific mode.
- Rozen, Shlomo,Brand, Michael
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p. 4543 - 4546
(2007/10/02)
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