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  • (Arene)chromium complexes  (1)
  • Acetals  (1)
  • 1
    Electronic Resource
    Electronic Resource
    Synthesis, Characterization, and Some Reactions of the Tricarbonylchromium Complexes of 1,3-Indandione and Ninhydrin (1999)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1999 (1999), S. 167-179 
    Details
    ISSN: 1434-193X
    Keywords: 1,3-Indandione ; Ninhydrin ; Chromium complexes ; Acetals ; Oxidation ; Hetero Diels-Alder reaction ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: -The syntheses and characterization of the tricarbonylchromium complexes of 1,3-indandione and ninhydrin are described. As the direct complexation proved unsuccessful, the acetal route was tried. Although some complexes were obtained, complex deacetalization did not work in the case of ninhydrin. Finally, the oxidation of tricarbonyl(η6-1,3-indandione)chromium(0) with dimethyldioxirane gave the ninhydrin complex in 75% yield in equilibrium with the indantrione complex. The latter reacts in hetero Diels-Alder reactions with dienes with diastereoselective formation of spiro anellated pyran derivatives.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
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    Paper (German National Licenses)
  • 2
    Electronic Resource
    Electronic Resource
    Diastereoselective Ring Expansion Rearrangements of (Benzocyclobutenone)-and (Benzocyclobutenedione)chromium Complexes: Syntheses of Substituted 1-Indanone and 1,3-Indandione Complexes (1999)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1999 (1999), S. 823-835 
    Details
    ISSN: 1434-193X
    Keywords: (Arene)chromium complexes ; α-Ketol rearrangement ; Vinylcyclobutene-cyclohexadiene rearrangement ; Benzocyclobutenes ; Indanone derivatives ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: -Organolithium and Grignard reagents add to the oxo group of (benzocyclobutenone)tricarbonylchromium(0) (1) diastereoselectively from the exo face of the organic ligand. If acyl anion equivalents are used as nucleophiles, deprotection of the carbonyl functions of the adducts causes ring expansion reactions to occur. Among these a rare example of an anion-accelerated 1-vinylcyclobutenol-cyclohexadienol rearrangement is reported which results, after isomerization, in a naphthol complex. Other ring expansion reactions gave coordinated substituted indanone derivatives. The facial differentiation by the tricarbonylchromium moiety allows for the first time the determination of the distereoselectivity of these reactions. The 1-oxoindan-2-ol derivatives obtained can undergo an α-ketol rearrangement with formation of the corresponding 2-oxoindan-1-ol complexes. Some of these reactions were performed with nonracemic starting material in order to determine how far chirality transfer from the planar chiral starting material to C-2 in the indanone system was possible. The ring expansion was also feasible with the benzocyclobutenedione complex as a starting compound, the reaction giving substituted 1,3-indandione complexes. Crystal structure analyses of three of the complexes prepared are reported.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
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    Paper (German National Licenses)
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