Trimethyltin Fluoride: A New Fluorinating Reagent for the Preparation of Organometallic Fluorides

Herzog, A.; Liu, Fengquan; Roesky, Herbert W.; Demšar, Alojz; Keller, K.; Noltemeyer, Mathias; Pauer, Frank

doi:10.1021/om00016a030

Cited by 150 publications

(147 citation statements)

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“…Diglyme and toluene were distilled from sodium/benzophenone; diphenylsilane (2 a) and phenylsilane (2 b) were distilled from calcium hydride; PMHS (2 c) was dried over molecular sieves. Titanocene difluoride (1) was prepared following Roeskys method; [17] hexafluoropropene (4) (Solvay), 1,1,3,3,3-pentafluoropropene (6) (SynQuest Labs), and 3,3,3-trifluoropropene (8) (Hoechst) were used as received.…”

Section: Methodsmentioning

confidence: 99%

Titanium‐Catalyzed C–F Activation of Fluoroalkenes

2010

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Detox: air-stable titanocene difluoride efficiently catalyzes the chemoselective hydrodefluorination of fluoroalkenes at room temperature leading to hydrofluoroalkenes in high yields (see scheme: Cp=cyclopentadienyl). This is a rare example of the catalyzed conversion of fluoroalkenes into less-fluorinated compounds, which have a lower climatic impact, and is a potential method for breaking down toxic perfluoroalkenes.

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Section: Methodsmentioning

confidence: 99%

Titanium‐Catalyzed C–F Activation of Fluoroalkenes

2010

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“…Titanocendifluorid (1) wurde nach der Methode von Roesky et al synthetisiert. [17] Hexafluorpropen (4; Solvay), 1,1,3,3,SynQuest Labs) und 3,3,Hoechst) wurden wie erhalten verwendet.…”

Section: Experimentellesunclassified

Titankatalysierte C‐F‐Aktivierung von Fluoralkenen

Kuehnel

Lentz

2010

Angewandte Chemie

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Fluorbereinigung: Das luftstabile Titanocendifluorid katalysiert bei Raumtemperatur effektiv die chemoselektive Hydrodefluorierung von Fluoralkenen zu Hydrofluoralkenen in guten Ausbeuten (siehe Schema; Cp=Cyclopentadienyl). Dies ist eines der wenigen Beispiele katalytischer Aktivierung von Fluoralkenen zu weniger fluorierten Verbindungen mit vernachlässigbarem Treibhauseffekt und bietet einen Weg zur Beseitigung hochtoxischer Perfluoralkene.

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“…Bis(pentamethylcyclopentedienyl)difluorotitanium(rV) was obtained, along the fluorination procedure described in [1], by heating the corresponding dichloro compound and a stoichiometric amount of (CH3)3SnF in dry toluene at about 350 Κ for 5 h. After evaporating the solvent, the brownish residue was purified by sublimation, yielding yellow block-shaped crystals.…”

Section: Source Of Materialsmentioning

confidence: 99%