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  • 1
    Electronic Resource
    Electronic Resource
    (β-Octafluoro-meso-tetraarylporphyrin)manganese Complexes: Synthesis, Characterization and Catalytic Behaviour in Monooxygenation Reactions (2000)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 2000 (2000), S. 1097-1105 
    Details
    ISSN: 1434-1948
    Keywords: Fluorinated porphyrins ; Electrochemistry ; Manganese ; Oxidation catalysis ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The synthesis and characterization of manganese complexes of β-octafluoro-meso-tetraarylporphyrins are reported. The presence of the electron-withdrawing β-fluorine atoms induces a very large shift of the redox potential for the oxidation of the manganese(II) derivatives. With the meso-aryl group bearing two ortho-chlorine atoms (2,6-dichlorophenyl) or five fluorine atoms (pentafluorophenyl), metal complexation leads to the isolation of pure manganese(II) compounds. The stability and catalytic activity of these new derivatives have been studied using hydrogen peroxide and iodosylbenzene as oxidants, and standard substrates for epoxidation and hydroxylation reactions. The results are compared to those obtained with the β-hydrogenated analogs under the same conditions. In the case of hydrogen peroxide, the high level of porphyrin degradation prevents efficient catalytic activity. With iodosylbenzene as oxidant, both stability and epoxidation are similar to those of the β-hydrogenated porphyrins, however, a substantial improvement in the efficiency of the hydroxylation of cyclohexane is observed with up to 33 turnovers with (perfluorotetraphenylporphyrin)manganese(II).
    Additional Material: 8 Tab.
    Type of Medium: Electronic Resource
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    Paper (German National Licenses)
  • 2
    Electronic Resource
    Electronic Resource
    2,3,7,8,12,13,17,18-Octafluoro-5,10,15,20-Tetraphenylporphyrin: First Synthesis and X-Ray Crystal Structure of the ZnII Complex (1997)
    Weinheim : Wiley-Blackwell
    Chemistry - A European Journal 3 (1997), S. 1890-1893 
    Details
    ISSN: 0947-6539
    Keywords: heterocycles ; fluorine ; porphyrinoids ; zinc ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 2,3,7,8,12,13,17,18-Octafluoro-5,10,15,20-tetraphenylporphyrin has been prepared from 3,4-difluoropyrrole and benzaldehyde under Lindsey conditions. An X-ray crystal structure study of its ZnII complex has shown that the macrocycle core is nonplanar, a result in apparent contradiction with a blue-shifted UV/Vis spectrum. The results reported here demonstrate that a wide range of β-octafluoro-meso-arylated porphyrins, a new class of highly electron-deficient ligands, are potentially accessible from 3,4-difluoropyrrole, thus opening the door to, inter alia, efficient and robust oxidation catalysts.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chem.19970031122
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  • 3
    Electronic Resource
    Electronic Resource
    Electron-transfer self-exchange of trimethylphosphine-modified cytochrome c: NMR study and kinetics using spin-lattice relaxation times (1993)
    Chichester : Wiley-Blackwell
    Organic Magnetic Resonance 31 (1993), S. S23 
    Details
    ISSN: 0749-1581
    Keywords: 1H NMR ; NOESY ; Cytochrome c ; Trimethylphosphine ; Electron transfer ; Self-exchange ; Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The binding of trimethylphosphine to the axial position of the haeme iron in modified cytochrome c by alkylation of methionine was studied by NMR spectroscopy. Electron self-exchange was determined by spin-lattice relaxation time (T1) measurement. The rate is 7.5 × 103 1 mol-1 s-1 at 25°C in 0.1 M phosphate buffer (pH 7.0). Two-dimensional transfer spectroscopy was used to locate haeme methyl resonances in both iron(II) and iron(III) complexes of modified cytochrome c.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/mrc.1260311307
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  • 4
    Electronic Resource
    Electronic Resource
    Identification of modified natural porphyrin isomers: 1H and 13C NMR assignments by NOESY and reverse heteronuclear shift correlation (1994)
    Chichester : Wiley-Blackwell
    Organic Magnetic Resonance 32 (1994), S. 78-82 
    Details
    ISSN: 0749-1581
    Keywords: 1H NMR ; 13C NMR ; Two-dimensional NMR ; NOESY ; HMQC ; HMBC ; Porphyrin assignment ; Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The efficiency of two-dimensional homonuclear 1H—1H NOE spectroscopy in characterizing and fully assigning the 1H NMR spectra of several isomers of meso- or ring-substituted deuteroporphyrins is demonstrated. The carbon resonances of the skeleton and the substituents were fully assigned using two-dimensional reverse heteronuclear shift correlation spectroscopy.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/mrc.1260320203
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