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  • 1
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Zeitschrift für anorganische Chemie 607 (1992), S. 161-163 
    ISSN: 0044-2313
    Keywords: Organylfluorophosphanes ; reaction mechanism ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: The Dimerization of Di(n-butyl)fluorophosphane and its Reaction with BenzaldehydeThe phosphorus atom of organylfluorophosphanes possesses electrophilic as well as nucleophilic properties. This dualistic character decisively determines both their disproportionation and their reaction with aldehydes. The phoshanylphoshorane n-Bu2P—PF2(n-Bu)2, 1 b, has been proved to be the intermediat product of the disproportionation of n-Bu2PF. In the presence of an equimolar amount of Et3N an equilibrium exists between 1 b and the monomeric n-Bu2PF. n-Bu2PF react with benzaldehyde forming the phosphinitophoshorane n-Bu2P′—O—CHPh—PF2(n-Bu)2, 3 a. Reliable information on the reaction pathway has been obtained by means of crossing experiments.
    Notes: In Organylfluorphosphanen besitzt das Phosphoratom sowohl elektrophile als auch nucleophile Eigenschaften. Dieser dualistische Charakter ist für die Disproportionierung von Diorganylfluorphosphanen, R2PF, und für ihre Reaktion mit Aldehyden von entscheidender Bedeutung. Bei der Disproportionierung von n-Bu2PF tritt das Phosphanylphosphoran n-Bu2P—PF2(n-Bu)2, 1b, als Zwischenprodukt auf. In Gegenwart von äquimolaren Mengen Et3N steht 1 b mit dem monomeren n-Bu2PF im Gleichgewicht. n-Bu2PF reagiert mit Benzaldehyd zum Phosphinitophosphoran n-Bu2P′—O—CHPh—PF2(n-Bu)2, 3 a, dessen Bildungsweg durch „Kreuzungsexperimente“ eindeutig ermittelt werden konnte.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 320 (1978), S. 389-394 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: α-Substituted Phosphonates. XXXI. The Reaction of N,N,N′,N′-Tetramethyl Chloroformamidinium Chloride with P(III) CompoundsN,N,N′,N′-Tetramethyl chloroformamidiniumchloride (4) does not react with triethyl phosphite (TEP) or isopropyl diphenylphosphinate to give the expected bisphosphoryl derivatives 7 and 11, respectively, but primarily the monophosphorylated amidinium salts 6 and 10 respectively. The phosphine oxide 10 is stable, while 6 undergoes an elimination of ethyl chloride to the betain 8. Even under more drastic conditions the reaction of 4 or 8 with TEP does not lead to the expected bis(dimethylamino)bisphosphonate 7, but to the monoaminated bisphosphonate 1, involving a reduction step. Similar reduction has been observed under mild conditions in Michaelis-Arbusov reaction of dichloromethylenimonium chloride, yielding the expected trisphosphonate 2 and the bisphosphonate 1 as a by-product.
    Additional Material: 1 Ill.
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