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  • 1
    Electronic Resource
    Electronic Resource
    π…π interactions of flavins, 5. Syntheses, structures and physical properties of flavin systems with covalent bonding to π donors and π acceptors (quinones) (1995)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1995 (1995), S. 1827-1836 
    Details
    ISSN: 0947-3440
    Keywords: Isoalloxazinophanes ; Flavins ; π Donors ; π Acceptors ; Quinones ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: To study π…π interactions of flavins of different redox states with π-electron donors and acceptors, the syntheses of compounds in which such π systems are linked to flavins by using the „cyclophane concept“ were attempted and partially achieved. The syntheses of the metacyclo-isoalloxazinophanes 1 and 2 are reported as well as the X-ray structure analysis of 2. The conversion of 1 or 2 to the benzoquinono-isoalloxazinophanes 3 or 4, respectively, was not achieved, obviously due to the specific sterical shielding of the methoxy groups in the isoalloxazinophanes. Benzoquinone-isoalloxazine systems in which the two components are linked by only one triethylene chain were obtained. Spectroscopic and electrochemical properties related to intramolecular interactions are reported.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.1995199510256
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  • 2
    Electronic Resource
    Electronic Resource
    [3.3]Isoalloxazinophanes and Arene-Bridged Bis(isoalloxazines): Syntheses, Characterizations and Properties Related to Intramolecular Interactions (1994)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 127 (1994), S. 1653-1665 
    Details
    ISSN: 0009-2940
    Keywords: Flavin-flavin interactions ; Isoalloxazinophanes ; Bis(isoalloxazinyl)arenes ; Bis(isoalloxazines), absorption spectra and cyclovoltammetry ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: In order to study the orientation and distance dependence of π … π interactions between flavins in various redox states, two approaches to bis(isoalloxazine) model compounds are presented: The [3.3]isoalloxazinophanes 2 and 4 and the rigid single-bridged 1,8-naphthalene- and 1,8-anthracene-linked bis(isoalloxazine) systems 6, 8 and 26 were synthesized, characterized, and studied by spectroscopic methods and cyclic voltammetry. The experimental data are discussed in comparison with “monomeric” isoalloxazines and flexible single-chain trimethylene-linked bis(isoalloxazine) reference compounds. X-Ray structure analyses are reported for the 1,8-bis(isoalloxazinyl)-9,10-dihydroanthracene 26 and for 22 as an example of 1,8-disubstituted naphthalenes with strongly polar substituents comparable to 6.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19941270917
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    Paper (German National Licenses)
    Fulltext
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