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  • 1
    Electronic Resource
    Electronic Resource
    Neue Phospholen- und Phosphepin-Derivate aus λ3-Phosphorverbindungen und Hexafluoraceton oder perfluorierten α-DiketonenHerrn Professor Herbert Schumann zum 60. Geburtstag gewidmet. (1996)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 129 (1996), S. 725-732 
    Details
    ISSN: 0009-2940
    Keywords: Phospholenes ; Phosphepines ; Ring expansion reactions ; Perfluorinated diketones ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: New Phospholene and Phosphepine Derivatives from λ3-Phosphorus Compounds and Hexafluoroacetone or Perfluorinated α-DiketonesThe reaction of the bis(2-chloroethyl)amino-substituted benzoxazaphosphorinone 1 with hexafluoroacetone (HFA) proceeds with insertion of the carbonyl group of HFA into the heterocycle of 1 to form the oxazaphosphepinedione 2. Triethyl phosphite (3) and triphenyl phosphite (4) react with the perfluorinated diketones 5 and 6 with formation of the pentaoxyphosphoranes 7-10 containing a dioxaphospholene ring system. The reaction of the (2-chloroethyl)amino- and bis(2-chloroethyl)amino-substituted 1,3,5,2-triazaphosphorinanediones 11-14 with the perfluorinated diketone C2F5C(:O)C(:O)CF3 (15) furnishes spirophosphorane derivatives with the dioxaphospholene ring system, 16 and 17, in two cases only. Compound 1 and 2-[bis(2-chloroethyl)-amino]-4H-1,3,2-benzodioxaphosphorin-4-one (18) react with the perfluorinated α-diketones 5 and 6 with insertion of the diketones into the heterocycle of 1 and 18 with formation of compounds 19-22 containing dioxa- and oxazaphosphepinone ring systems. The expected oxidative addition of the diketones to λ3P with formation of spirophosphoranes was not observed. Compounds 19-22 were obtained as mixtures of isomers (19a/b-22a/b). Single crystal X-ray structure analyses were conducted on 2 and 9. The seven-membered ring of 2 displays a “tub” conformation, with the O and benzo C atoms lying out of the plane of the other four atoms. The two independent molecules of 9 are similar, but differ in the degree of distortion from trigonal-bipyramidal geometry of phosphorus.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19961290620
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    1,1,3,3,3-Pentafluoro-2-pentafluorophenylpropene oxide. Precursor for novel phosphonates and ylides (1997)
    New York, NY [u.a.] : Wiley-Blackwell
    Heteroatom Chemistry 8 (1997), S. 59-61 
    Details
    ISSN: 1042-7163
    Keywords: Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 1,1,3,3,3-Pentafluoro-2-pentafluorophenylpropene oxide reacted with triethyl phosphite to give the ylide C6F5(CF3)C=P(OEt)3. Hydrolysis yielded the phosphonate C6F5(CF3)CHP(O)(OEt)2, which was dehydrofluorinated using Et3N · BF3 to form the vinyl phosphonate C6F5(CF2=)CP(O)(OEt)2, a compound available also directly from the starting epoxide and diethyl trimethylsilyl phosphite. The vinyl phosphonate and diethyl trimethylsilyl phosphite furnished a 2:1 mixture of (Z) and (E) bisphosphonates together with fluorotrimethylsilane. Thermolylsis of the ylide gave diethyl phosphorofluoridate and 1,1-difluoro-2-pentafluorophenyl-but-1-ene. © 1997 John Wiley & Sons, Inc.
    Type of Medium: Electronic Resource
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    Paper (German National Licenses)
  • 3
    Electronic Resource
    Electronic Resource
    1,1,1,4,5,5,5-Heptafluoro-4-(trifluoromethyl)-2,3-pentanedione, a potent reagent for the synthesis of cyclic λ5σ5 phosphoranesDedicated to Prof. William E. McEwen on the occasion of his seventy-fifth birthday. (1998)
    New York, NY [u.a.] : Wiley-Blackwell
    Heteroatom Chemistry 9 (1998), S. 109-113 
    Details
    ISSN: 1042-7163
    Keywords: Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 1,1,1,4,5,5,5-Heptafluoro-4-(trifluoromethyl)-2,3-pentanedione reacted with λ3σ3-phosphorus compounds, PR1R2R3 (R1 = CF3, R2 = R3 = Me, iPr, NEt2; R1 = NCO, R2 = R3 = OMe, OEt, R2-R3 = OCH2CH2O, OCMe2CMe2O; R1 = OSiMe3, R2 = R3 = OEt; R1 = NEt2, R2 = R3 = OCH2CF3; R1 = R2 = Et2N, R3 = OCH2CF3, OCH(CF3)2, OCH2Ph, OC6F5) to give new 1,3,2λ5σ5-dioxaphospholenes. The first λ5σ5 phosphoranes with an OCN group bonded to phosphorus were obtained. © 1998 John Wiley & Sons, Inc. Heteroatom Chem 9:109-113, 1998
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
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