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首页> 外文期刊>Chemistry: A European journal >Regulation of folding and photochromic reactivity of terarylenes through a host-guest interaction
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Regulation of folding and photochromic reactivity of terarylenes through a host-guest interaction

机译：通过宿主-客体相互作用调节亚芳基的折叠和光致变色反应性

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The photochromic reactivity of terarylenes is integrated with molecular folding that is controlled through a host-guest interaction. A thieno[3, 2,b]pyridine unit is introduced into a photochromic terarylene structure as an aryl unit to form a guest-interacting site. Thienopyridine-containing terarylenes showed solvent-dependent photochromic reactivity in solution. A terarylene moiety that contains two thienopyridyl units showed significantly high photocoloration reactivity as high as 88 % of photocyclization quantum yield in methanol, whereas that value was only 24 % in hexane. A temperature-dependent ~1H NMR spectroscopic study in different solvents indicated an interconversion between photochromic-reactive and unreactive conformations. In methanol, the intermolecular interaction between terarylene species and the solvent molecule slows the rate of interconversion and increases the population of the photochromic-active form, whereas the unreactive conformation is dominant in hexane. Crystal-structural studies demonstrated the perfect regulation of molecular folding between a photochromic-active form and an unreactive conformation by changing the solvents for recrystallization. Single crystals prepared from solutions in methanol showed reversible photochromic reactivity, whereas recrystallization from solutions in hexane did not show this reactivity. X-ray crystallographic studies of single crystals from solutions in methanol demonstrated that the photochromic molecules bind a solvent methanol molecule at the guest-interacting site to regulate the molecular conformation into a photochromic-active form in collaboration with specific intramolecular interactions, whereas crystals from solutions in hexane possess the photochromic-unreactive conformation.
机译：亚芳基的光致变色反应性与通过主体-客体相互作用控制的分子折叠结合在一起。将噻吩并[3,2，b]吡啶单元作为芳基单元引入光致变色亚芳基结构中以形成客体相互作用位点。含噻吩并吡啶的亚芳基在溶液中显示溶剂依赖性光致变色反应性。含有两个噻吩并吡啶基单元的亚芳基部分在甲醇中显示出显着高的光致显色反应性，高达光环化量子产率的88％，而在己烷中，该值仅为24％。在不同溶剂中的温度依赖性〜1H NMR光谱研究表明，光致变色反应性构象和非反应性构象之间相互转换。在甲醇中，亚芳基物种与溶剂分子之间的分子间相互作用减慢了相互转化的速度并增加了光致变色活性形式的总数，而未反应构象在己烷中占主导地位。晶体结构研究表明，通过改变重结晶溶剂，可以在光致变色活性形式和非活性构象之间完美地调节分子折叠。由甲醇溶液制得的单晶具有可逆的光致变色反应性，而从己烷溶液中重结晶则无此反应性。甲醇溶液中单晶的X射线晶体学研究表明，光致变色分子与客体相互作用部位结合溶剂甲醇分子，与特定的分子内相互作用协作将分子构象调节为光致变色活性形式，而溶液中的晶体在己烷中的化合物具有光致变色非反应构象。

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