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  • (N-(N′,N′,N″,N″-tetramethyl)guanidinyl)substituted Phosphoryl compounds  (1)
  • 2,3-Dihydro-1,3-dimethyl-1,3,2-benzodiazaphosphorin-4-(1H)-ones, 2-trimethylsiloxy-, 2-oxo-, and 2-fluoro-substituted  (1)
  • 1
    Electronic Resource
    Electronic Resource
    A New Synthesis of P-Substituted 2,3-Dihydro-1,3-dimethyl-1,3,2δ3-benzodiazaphosphorin-4(1H)-ones and Alkylaminodifluorophosphanes with Chlorodifluorophosphane.  -  Synthesis and Structure of {cis-Bis[bis(2-chloroethyl)aminodifluorophosphane]dichloro}platinum(II)Dedicated to Professor Wilhelm Preetz on the occasion of his 60th birthday. (1995)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 128 (1995), S. 695-701 
    Details
    ISSN: 0009-2940
    Keywords: 2,3-Dihydro-1,3-dimethyl-1,3,2-benzodiazaphosphorin-4-(1H)-ones, 2-trimethylsiloxy-, 2-oxo-, and 2-fluoro-substituted ; Equilibrium reaction ; Aminodifluorophosphanes ; Platinum complex ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 2,3-Dihydro-1,3-dimethyl-2-oxo-1,3,2δ4-benzodiazaphosphorin-4(1H)-one 1 reacted with diethylaminotrimethylsilane to give solely the 2-trimethylsiloxy-δ3-diazaphosphorinone 2. The reaction of 2 with the 2-chloro-δ3-diazaphosphorinone 3 yielded the P - O - P-bridged compound 4 in an equilibrium reaction with elimination of trimethylchlorosilane. The synthesis of the P-difluorophosphite-substituted δ3-benzodiaza-phosphorinone 6 was effected by the reaction of chlorodifluorophosphane (5) with 1 in the presence of triethylamine in a 1:1 molar ratio, or in the reaction of 5 with 2 or 4. The reaction of 5 with 6 led, with elimination of μ-oxo-bis(difluoro-phosphane), to the P(III)Cl species 3, 5 reacted with N,N'-dimethylanthranilamide in the presence of triethylamine in a 2:1:2 molar ratio to give the N,N'-bis(difluorophosphane) derivative 9, as evidenced by low temperature (-30°C) 19F-and 31P-NMR data. At room temperature the 2-fluoro-δ3-diazaphosphorinone 10 was formed from 9 with intramolecular elimination of phosphorus trifluoride. 2-Chloroethyl- or bis(2-chloroethyl)aminodifluorophosphane 11 and 12 were obtained in the reaction of 5 with 2-chloroethyl- or bis(2-chloroethyl)amine hydrochloride in the presence of triethylamine in a 1:1:2 molar ratio. 12 reacted with (COD)PtCl2 (COD = 1,5-cyclooctadiene) in a 2:1 molar ratio to give the {cis-bis[bis(2-chloroethyl)aminodifluorophosphane]dichloro}platinum(II) complex 13. The characterization of 2, 4, 6, and 11-13 is based on their NMR and mass spectra. The structures of 10 and 13 were established by single-crystal X-ray analysis. 10 crystallizes with two independent molecules. Both six-membered heterocycles display an envelope conformation with the phosphorus atoms 36.9 and 50.4 pm, respectively, out of the plane. The phosphorus atoms have pyramidal coordination geometry. The cis-configuration at platinum(II) in the complex 13 was confirmed; two ligands (12) are coordinated to PtII via phosphorus. The platinum atom has a distorted square-planar coordination geometry.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19951280707
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  • 2
    Electronic Resource
    Electronic Resource
    Synthese, Struktur und einige Reaktionen [N-(N′,N′,N″,N″-tetramethyl)-guanidinyl]-substituierter PhosphorylverbindungenProfessor Hans Jürgen Bestmann zum 70, Geburtstag gewidmet (1996)
    Weinheim : Wiley-Blackwell
    Zeitschrift für anorganische Chemie 622 (1996), S. 348-354 
    Details
    ISSN: 0044-2313
    Keywords: N′,N′,N″,N″-Tetramethylguanidine ; (N-(N′,N′,N″,N″-tetramethyl)guanidinyl)substituted Phosphoryl compounds ; Phosphorylamides ; BF3 Adduct of Phosphorylamides ; X-Ray Crystal Structure Analysis ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis, Structure, and some Reactions of N-(N′,N′,N″,N″-tetramethyl)guanidinyl-substituted Phosphoryl CompoundsThe tetramethylguanidinyl-substituted phosphoryl compounds 1-10 were prepared in the reaction of the appropriate chlorophosphoryl compounds with either N′,N′,N″,N″-tetramethylguanidine (HTMG) or N-trimethylsilyl-(N′,N′,N″,N″-tetramethyl)guanidine (TMSTMG). With methyl iodide 1 reacted with N-alkylation to give the ammonium salt 11. 1 reacted with BF3 · Et2O at both imino nitrogen atoms with formation of the bis-BF3-adduct 12. The X-ray structure determination of phenylphosphonic acid-bis(N′,N′,N″,N″-tetramethylguanidinide) 3 shows shortened PN-bonds and widened PNC-angles, consistent with the partial double bond character of the PN-bond.
    Notes: Die tetramethylguanidinylsubstituierten Phosphorylverbindungen 1-10 wurden durch Umsetzung der entsprechenden Phosphinsäure- und Phosphonsäure-Chloride mit N′,N′,N″,N″-Tetramethylguanidin (HTMG) oder N-Trimethylsilyl-N′,N′,N″,N″-tetramethylguanidin (TMSTMG) dargestellt. Mit Methyliodid reagierte 1 unter einfacher N-Alkylierung zur Ammoniumverbindung 11. Mit BF3 · Et2O reagierte 1 and beiden Iminostickstoffatomen unter Bildung des Bis-BF3-Adduktes 12. Das Phenylphosphonsäure-bis(N′,N′,N″,N″-tetramethyl-guanidinid) 3 wurde einer Einkristall-Röntgenstrukturanalyse unterzogen. Es wurden leicht verkürzte PN-Bindungen und aufgeweitete PNC-Winkel beobachtet. Dies deutet auf partiellen Doppelbindungscharakter der PN-Bindung hin.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/zaac.19966220224
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