Synthesis of helically twisted [1 + 1]macrocycles assisted by amidinium-carboxylate salt bridges and control of their chiroptical properties.
Synthesis of helically twisted [1 + 1]macrocycles assisted by amidinium-carboxylate salt bridges and control of their chiroptical properties.
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DOI：
10.1039/c2ob27054d
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发表时间：
2013-02
影响因子：
3.2
通讯作者：
Yuji Nakatani;Yoshio Furusho;E. Yashima
中科院分区：
文献类型：
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作者：
Yuji Nakatani;Yoshio Furusho;E. Yashima
通过闭环复分解反应，由带有两个末端乙烯基臂的互补脒-羧酸盐桥稳定相应的线性双链体，以67%、92%和96%的产率合成了一系列光学活性的、通过o-、m-和p-键（o-、m-和p-）连接的螺旋扭曲[1 + 1]大环.大环化合物的手性光学性质取决于连接体的几何形状，并可通过酸碱相互作用和锌配位来控制，其中的变化通过其CD和吸收光谱变化以及荧光颜色来检测。
A series of optically active, helically twisted [1 + 1]macrocycles connected via o-, m-, and p-linkages (o-, m-, and p-) was prepared from the corresponding linear duplexes stabilized by complementary amidinium-carboxylate salt bridges bearing two arms with terminal vinyl groups at both ends through the ring-closing metathesis reaction in the good yields of 67, 92, and 96%, respectively. The chiroptical properties of the macrocycles were dependent on the linker geometries and could be controlled by acid-base interactions and zinc coordination, the changes in which were detected by their CD and absorption spectral changes and fluorescence colors.