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  • Fluoridolysis  (4)
  • Halomethylphosphonium Halides  (1)
  • Imidodiphosphoryl Compounds  (1)
  • 1
    ISSN: 0044-2313
    Keywords: Halomethylphosphonium Halides ; Bisphosphonium Salts ; Phosphoranylphosphonium Salts ; Transalkylation ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: On the Reaction of Halomethylphosphonium Halides, [R3PCYnX3-n]X, with Phosphanes, R′3PThe results of the reaction of 19 different halomethylphosphonium halides, [R3PCYnX3-n]X (R = Ph, n-Bu, Me2N, Et2N; Y = H, F; X = Cl, Br, I; n = 0-2), with Ph3P, n-Bu3P, and (R2N)3P are presented. As reaction products bisphosphonium salts, [R3P—CYnX2-n—PR′3]X2, and phosphoranylphosphonium salts, [R3P=CY—PR′3]X, or reduced (halo)methyl-phosphonium salts, [R3PCHYnX2-n]X, are obtained. [Ph3PCBrF2]Br and [Bu3PCBrF2]Br react with R′3P by trans-alkylation forming [R′3PCBrF2]Br. The factors influencing the course of the reaction are discussed.
    Notes: Es wird über die Reaktion von 19 verschiedenen Halomethylphosphoniumsalzen, [R3PCYnX3-n]X (R = Ph, n-Bu, Me2N, Et2N; Y = H, F; X = Cl, Br, I; n = 0-2), mit Ph3P, n-Bu3P und (R2N)3P berichtet. Als Reaktionsprodukte werden Bisphosphoniumsalze, [R3P—CYnX2-n—PR′3]X2, und Phosphoranylphosphoniumsalze, [R3P=CY—PR′3]X, oder reduzierte (Halo)methylphosphoniumsalze, [R3PCHYnX2-n]X, erhalten. [Ph3PCBrF2]Br und [Bu3PCBrF2]Br reagieren mit R′3P unter Umalkylierung zu [R′3PCBrF2]Br. Die den Reaktionsverlauf beeinflussenden Faktoren werden diskutiert.
    Additional Material: 5 Tab.
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  • 2
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Zeitschrift für anorganische Chemie 615 (1992), S. 66-72 
    ISSN: 0044-2313
    Keywords: Fluoridolysis ; oxidative fluorination ; fluorophosphates ; fluorophospholanes ; fluorospirophosphoranes ; triethylamin-HF-adducts ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Fluorination of Dioxa- and OxazaphospholanesThe fluoridolysis of cyclic esters and esteramides of phosphorous acid (1, 2, 4, 5, 7, 11, and 12,) using the acid fluorination reagent Et3N · nHF (n 〉 1) or an excess of a basic composed agent (n 〈 1) yields in all cases HPF5- (3,). With stoichiometric amounts of fluoride, however, the fluorophospholanes (4,) and (5,) as well as fac.- and mer.-o- (6a, 6b,) and the spirocyclic fluorohydridophosphate (8,) are obtained. (13,) reacts to (14,) and the spirocyclic compound (15,) gives (16,). The fluorophosphoranes (18,), (19,), and (21,) are obtained by oxidative fluorination of the spiro- or bicyclic P—H compounds 11, 12, and 20, with CCl4/Et3N · nHF (n 〈 1). The oxidative fluorination of the cyclic triesters of phosphorous acid 7, and 23, leads to the cyclic fluorophosphates (22,) and 16, as well as 6., The compounds 18, 19, and 22, are also formed by oxidative fluorination of elemental phosphorus, P4, in the presence of the corresponding bifunctional nucleophile.
    Notes: Die Fluoridolyse cyclischer Ester und Esteramide der phosphorigen Säure (1, 2, 4, 5, 7, 11, und 12,) mit dem sauren Fluorierungsagens Et3N · nHF (n 〉 1) ergibt ebenso wie mit überschüssigem basischen Fluorierungsmittel (n 〈 1) in allen Fällen HPF5- (3). Mit stöchiometrischen Mengen Fluorid werden dagegen die Fluorphospholane (4,) und (5,) sowie fac.- und mer.-o- (6a, 6b,) und das spirocyclische Fluorohydridophosphat (8,) erhalten. (13,) reagiert zu (14,) und die Spiroverbindung (15,) ergibt (16,). Durch oxidative Fluorierung mit der Reagenzkombination · nHF (n 〈 1) werden aus den spiro- bzw. bicyclischen P—H-Verbindungen 11, 12, und 20, die Fluorphosphorane (18,), (19,) und (21) erhalten. Die oxidative Fluorierung cyclischer Triester der phosphorigen Säure (7, 23,) führt zu den cyclischen Fluorophosphaten (22,) und 16, sowie 6., Die Verbindungen 18, 19, und 22, entstehen auch bei der oxidativen Fluorierung von P4 in Gegenwart des entsprechenden bifunktionellen Nucleophils.
    Additional Material: 4 Tab.
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  • 3
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Zeitschrift für anorganische Chemie 621 (1995), S. 865-870 
    ISSN: 0044-2313
    Keywords: Fluoridolysis ; N-Phosphoryl Phosphazenes ; Fluorophosphates ; Diazadiphosphetine ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Fluoridolysis of N-Phosphoryl PhosphazenesIn the reaction of the N-phosphoryl phosphazenes X3P=N—P(Y)X2 (X = Cl, PhO, Et2N, CF3CH2O, PrS, Ph; Y = O, S) (1-18) with Et3N · nHF (n ≍ 3 or 0.6) fluoro derivatives of N-phosphoryl phosphazenes (see table 2) as well as N-phosphorylated imiddotetrafluorophosphates, [F4P=N—P(Y)Cl2]- (Y = O, S), and imidopentafluorophosphates, [F5P—N—P(Y)X2]2- or [F5P—NH—P(O)X2]- (see table 3), are formed. t-BuNHPCl2=N—POCl2 reacts in acetonitrile with Et3N or i-Pr2EtN to form a product, representing probably the diazadiphosphetine (5 b).
    Notes: Bei der Umsetzung der N-Phosphorylphosphazene X3P=N—P(Y)X2 (X = Cl, PhO, Et2N, CF3CH2O, PrS, Ph; Y = O, S) (1-18) mit Et3N · nHF (n ≍ 3 oder 0,6) werden durch den Austausch von Chlor sowie PhO-, Et2N- und CF3CH2O-Gruppen gegen Fluor Fluorderivate von N-Phosphorylphosphazenen (siehe Tab. 2) sowie N-phosphorylierte Imiddotetra- und -pentafluorophosphate, [F4P=N—P(Y)Cl2]- (Y = O, S) und [F5P—N—P(Y)X2]2- bzw. [F5P—NH—P(O)X2]- (siehe Tab. 3) gebildet. t-BuNHPCl2=N—POCl2 reagiert in Acetonitril mit Et3N oder i-Pr2EtN zu einem Produkt, bei dem es sich höchstwahrscheinlich um das Diazadiphosphetin (5 b) handelt.
    Additional Material: 5 Tab.
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  • 4
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Zeitschrift für anorganische Chemie 621 (1995), S. 894-900 
    ISSN: 0044-2313
    Keywords: Fluoridolysis ; Imidodiphosphoryl Compounds ; Methanediphosphonic Acid Derivatives ; Azadiphosphetidine ; Pentafluorophosphates ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Fluoridolysis of Diphosphoryl CompoundsThe behaviour of diphosphoryl compounds [X2(O)P]2Y in fluoridolysis reactions is decisively determined by the nature of the bridging group Y. In the cases of Y = NH and CH2 and X = Cl [F2P(O)]2N- and [F2P(O)]2CH2 are obtained quantitatively. For Y = NPh, O, and CH2 the formation of phosphorylated pentafluorophosphates [F5P—Y—POX2]- is observed. Amido and ester derivatives containing fluorine (see table 2) are obtained from the corresponding chloro compounds by Cl/F exchange. Fluoridolysis of the azadiphosphetidine 19 results in the formation of acyclic 19 a.
    Notes: Das Fluoridolyseverhalten von Diphosphorylverbindungen [X2(O)P]2Y wird maßgeblich durch die Brückengruppe Y bestimmt. Im Falle von Y = NH und CH2 sowie X = Cl werden quantitativ [F2P(O)]2N- und [F2P(O)]2CH2 erhalten. Für Y = NPh, O und CH2 wird die Bildung von phosphorylierten Pentafluorophosphaten [F5P—Y—POX2]- beobachtet. Aus chlorhaltigen Amido- und Esterderivaten werden durch Chlor-Fluor-Austausch die entsprechenden Fluorderivate erhalten (siehe Tab. 2). Die Fluoridolyse des Azadiphosphetidins 19 ergibt die acyclische Verbindung 19 a.
    Additional Material: 5 Tab.
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  • 5
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Zeitschrift für anorganische Chemie 621 (1995), S. 901-903 
    ISSN: 0044-2313
    Keywords: Fluoridolysis ; Cyclophosphazenes ; Polyphosphazenes ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Fluoridolysis of Cyclophosphazenes and Lineary PolyphosphazenesThe fluorination of nongeminal trans P3N3Cl4(NEt2)2 and nongeminal trans P3N3Cl3(NEt2)3 with the fluorination agent Et3N · 0,6 HF (B) occurs under retention of configuration yielding P3N3Cl2F2(NEt2)2 and P3N3F4(NEt2)2 or P3N3F3(NEt2)3, respectively. P3N3Cl6 is nearly quantitatively converted into P3N3F6. Poly(dichlorophosphazene) reacts to a poly(difluorophosphazene), (PNF2)n, distinguished by a moderate solubility in THF.
    Notes: Die Fluorierung von nichtgeminalem trans-P3N3Cl4(NEt2)2 und nichtgeminalem trans-P3N3Cl3(NEt2)3 mit dem Fluorierungsagens Et3N · 0,6 HF (B) verläuft unter Erhalt der Konfiguration zu P3N3Cl2F2(NEt2)2 und P3N3F4(NEt2)2 bzw. P3N3F3(NEt2)3. P3N3Cl6 wird nahezu vollständig in P3N3F6 überführt. Poly(dichlorphosphazen) reagiert zu einem THF-löslichen Poly(difluorphosphazen), (PNF2)n.
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