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  • 1
    Electronic Resource
    Electronic Resource
    Reaktive E=C(p-p)π-Systeme, XXIII. Unerwartete Isomerisierung des Perfluorisopropylidenphosphans F3CP=C(CF3)2 zum Perfluorisopropenylphosphan F3CPF(F3C)C=CF2 (1990)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 123 (1990), S. 1047-1049 
    Details
    ISSN: 0009-2940
    Keywords: Perfluorophosphaalkenes ; Stannyl(perfluoroalkyl)phosphanes, Me3SnF elimination ; Perfluoro effect ; 1,3-Fluorine shift ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Reactive E = C(p-p)x-Systems, XXIII. - Unexpected Isomerization of Perfluoroisopropylidenephosphane F3CP = C(CF3)2 to the Perfluoroisopropenylphosphane F3CPF(F3C)C = CF3Elimination of Me3SnF from the stannylphosphane Me3Sn(F3C)PCF(CF3)2 (2) by gas-phase pyrolysis at 220°C surprisingly yields the isopropenyl phosphane F3CPFC(CF3)=CF2 (5) instead of the expected isopropylidene derivative F3CP=C(CF3)2 (4). In a similar manner, HF elimination from the phosphane HP(CF3)CF(CF3)2 (3) by passing its vapour over KOH pellets leads to 5. The formation of 5 is due to a spontaneous isomerization of the labile intermediate 4.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19901230518
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  • 2
    Electronic Resource
    Electronic Resource
    Reaktive E = C(p - p)π-Systeme, XXXI Erste Vertreter aminosubstituierter 1,2,4-Diazaphosphole (1992)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 125 (1992), S. 411-414 
    Details
    ISSN: 0009-2940
    Keywords: Phosphaalkyne, amino- ; [3 + 2] Cycloaddition ; 1,2,4-Diazaphospholes ; 1,2,3-Diazaphospholes ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Reactive E = C(p - p)π Systems, XXXII[1].  -  First Representatives of Amino-Substituted 1,2,4-Diazaphospholes(Diisopropylamino)phosphaethyne iPr2N - C≡P reacts at 20° C in a [3 + 2] cycloaddition with (trifluoromethyl)diazomethane (2a) or methyl diazoacetate (2b) to yield a mixture of the corresponding regioisomers 1H-1,2,4-diazaphospholes (5a or 5b) and 1H-1,2,3-diazaphospholes (6a or 6b) in quantitative yields (isomer ratio: 5a/6a = 2:1; 5b/6b = 4:1). X-ray diffraction studies on 5a and 5b indicate a delicate charge balance in the bonding system of 1H-1,2,4,σ2-diazaphospholes under the influence of the exocyclic push/pull substituents iPr2N and CF3 or CO2Me, respectively.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19921250219
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  • 3
    Electronic Resource
    Electronic Resource
    Reaktive E=C(p-p)π-Systeme, XXXII[1a] Phosphorylide Me3P = C(X)P(F)CF3 mit π-Donor-Substituenten X = F, OMe, OEt (1992)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 125 (1992), S. 567-570 
    Details
    ISSN: 0009-2940
    Keywords: Phosphaalkenes ; Phosphorus ylides ; phosphino- ; fluoro- ; alkoxy- ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Reactive E = C(p-p)π Systems, XXXII[1]. - Phosphorus Ylides Me3P = C(X)P(F)CF3 with π-Donor Substituents X = F, OMe, OEtFluorophosphaalkenes of the type F3CP = C(X)F react with tri-methylphosphane in a 1:1 molar ratio at temperatures below - 20°C to give the novel phosphorus ylides Me3P = C(X)P(F)CF3 in good yields [X = F (4), 70%; OMe (7), 62%; OEt (8), 74%]. Compounds 4, 7 and 8 are stable up to about 10°C, but decompose at higher temperatures yielding in case of 4 Me3PF2 as main product. The 31P-NMR spectra indicate a high barrier of rotation for the F3C(F)P group around the PIII-sp2C bond. The new ylides owe their existence to the electron withdrawing effect of the F3C(F)P unit which over-compensates the destabilizing influence of the fluorine or alkoxy substituents on the sp2C atom.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19921250307
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