Tetrahedron Letters ( IF 1.5 ) Pub Date : 2018-07-02 , DOI: 10.1016/j.tetlet.2018.07.004 Hitoshi Tamiaki , Tomohiro Tatebe , Yuichi Kitagawa
A chlorophyll-a derivative homo-dimer covalently linked with a flexible methylene-amino-methylene group at the 3-position was benzoylated to give the dyad bearing a CH2N(COPh)CH2 linker. The synthetic dyad with the relatively rigid spacer showed red-shifted visible absorption bands and was oxidized more readily, in comparison with the corresponding monomer. The optical and electrochemical properties of the dimer are ascribable to the partial π-stacking of chlorin moieties in the benzoylated dyad, mimicking the special dimeric species in reaction centers of photochemical systems in natural phototrophs.
中文翻译:
叶绿素-具有酰胺键的衍生物的共价连接二聚体及其折叠构象体
甲叶绿素一个衍生物同型二聚体与在3位上具有亚甲基的柔性氨基-亚甲基基团共价连接的被苯甲酰化,得到对子轴承CH 2 N(COPH)CH 2接头。与相应的单体相比,具有相对刚性的间隔基的合成二单元组显示出红移的可见吸收带,并且更容易被氧化。二聚体的光学和电化学性质归因于苯甲酰化二聚体中的二氢卟酚部分的部分π堆积,从而模仿了天然光养植物中光化学系统反应中心的特殊二聚体物种。