Hydrogen bonding-mediated foldamer-bridged zinc porphyrin-C₆₀ dyads: ideal face-to-face orientation and tunable donor–acceptor interacion

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• 作者：Kui Wang ; Yi-Shi Wu ; Gui-Tao Wang ; Ren-Xiao Wang ; Xi-Kui Jiang ; Hong-Bing Fu ; Zhan-Ting Li
• 关键词：Foldamer ; Hydrogen bonding ; Porphyrin ; C₆₀ ; Charge transfer ; Fluorescence ; UV– ; Vis absorption
• 刊名：Tetrahedron
• 出版年：2009
• 出版时间：5 September 2009
• 年：2009
• 卷：65
• 期：36
• 页码：7718-7729
• 全文大小：721 K

文摘

Four porphyrin-bridge-C₆₀ dyads have been synthesized by covalently linking the chromophores at the opposite ends of a hydrogen bonded arylamide-derived foldamer bridge. For comparison, four C₆₀-free porphyrin derivatives of the same frameworks have also been prepared. The fully hydrogen bonded bridges enable the appended porphyrin and C₆₀ moieties to contact in a face-to-face manner. ¹H NMR, UV–vis and fluorescent investigations in chloroform indicate that such a structural matching remarkably facilitates the intramolecular energy and electron transfer and charge separation between the two chromophores and also retards the recombination of the charge-separated state. Removing one hydrogen bond considerably reduces the energy and electron transfer. Further removing another one leads to no important interaction between the chromophores to occur.