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Anthraquinone-based bolaphile

Anthraquinone-based bolaphile 30 (included in this nonionic section for convenience) was created in order to locate the quinone moiety within the center of a membrane however, stable membrane formation was prevented due to steric considerations. It was possible to integrate this quinoid bolaphile into other host membranes, such as dihexyldecyl-phosphate. The absence of borohydride reduction supports the premise that the quinone functionality is located at the midpoint of the host membrane wall.35 Structures 29, 30, and 31 were synthesized as... [Pg.168]

The anthraquinone-based bolaphile 7 or 8 could not form homogeneous membranes due to steric interactions (Scheme 3) however, they could be integrated into host membranes formed by dihexadecylphosphate and dime-thyldioctadecylammonium bromide. The bolaamphiphile fixed the quinone functionality in the center of the membrane and served as a model for pool quinones. [20] Electron transfer was further demonstrated by light-induced charge transfer between cationic porphyrins dissolved in water and membrane-bound anthraquinone bolaphiles. [27]... [Pg.384]


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