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  • 1
    Electronic Resource
    Electronic Resource
    Preparation and Properties of Stelladiones (1998)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1998 (1998), S. 171-176 
    Details
    ISSN: 1434-193X
    Keywords: Stelladiones ; Photoelectron spectroscopy ; Calculations ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Tricyclo[3.3.0.03,7]octane-2,4-dione (2,4-stelladione, 3), tricyclo[3.3.0.03,7]octane-2,6-dione (2,6-stelladione, 4), and 2-oxotricyclo[3.3.0.03,7]octane-6-thione (5) were synthesized. Key steps in the procedures were a Paterno-Büchi reaction followed by an oxetane splitting with a strong base. Structure analysis on single crystals of 4 and 5 revealed long central C-C bonds (1.59 Å) of the stellane skeleton. The He(I) photoelectron spectra of 3, 5, and 4-methylenetricyclo-[3.3.0.03,7]octan-2-one (9) were recorded and interpreted on the basis of quantum-mechanical calculations (HF-SCF, 6-31G* basis). The large energy difference between the first PE bands of 3 (0.8 eV) is due to a strong interaction between the lone pairs on the oxygen atoms and the σ frame.
    Type of Medium: Electronic Resource
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    Paper (German National Licenses)
  • 2
    Electronic Resource
    Electronic Resource
    Electronic Interactions in Saturated and Unsaturated [1.1.1]-, [2.1.1]-, [2.2.1]-, and [2.2.2]Triblattanes  -  PE-Spectroscopic Investigations (1993)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 126 (1993), S. 2299-2307 
    Details
    ISSN: 0009-2940
    Keywords: Triblattanes ; PE ; Orbital sequence ; Calculations ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The He(I)-PE spectra of the parent [1.1.1]-, [2.1.1]-, [2.2.1]-, and [2.2.2]triblattanes 1-4, of their unsaturated or ketonic congeners 5-13 and benzo derivatives 14-20 have been recorded. For 1-4, the energy difference between the highest occupied orbitals (e” and a' mainly localized at the central bicyclo-[2.2.2]octane unit) and the subsequent MOs increases with increasing number of ethano bridges. This observation is rationalized by using a first-order perturbation-theoretical approach. The analysis of the PE spectra of the exo-methylene (5-7), ketone (8-10), and endo-olefinic derivatives (11-13) unveils a strong π/σ mixing. The splitting of the π-bands in 7 (0.95 eV) and 13 (1.0 eV), respectively, is traced back to a stronger π/σ mixing of the e MOs as compared to the a2 MOs. An analogous interaction causes the splitting of the first bands of the ketones 8-10 (0.45-1.49 eV). For the benzo derivatives 14-20 the split of the π-bands is relatively small (0.35-0.7 eV).
    Additional Material: 12 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19931261019
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