Phenyl‐pyrazinyl‐2‐pyridyl‐2‐pyrimidinylmethane (1) has been synthesized in four steps from 2‐(chloromethyl)pyridine. This compound is chiral and expected to show metal‐coordinating ability because three of four aryl groups have the nitrogen atom at ortho‐position with respect to the central carbon atom. The X‐ray crystallographic analysis of rac‐1 unambiguously revealed the tetraarylmethane framework, but the nitrogen atoms could not be assigned. The optical resolution of 1 was achieved by chiral HPLC. Besides the CD spectra of the two fractions exhibited opposite signs as expected, the solvent effect on the CD spectra was also observed. According to the calculated CD curve based on time‐dependent density functional theory (TDDFT) method, the first eluted fraction is the R isomer in terms of absolute configuration. It should be noted that the CD spectrum of 1 was also changed by the addition of the transition metal ions because of the formation of the metal complexes of 1. The Job plot and the electrospray ionization (ESI) mass spectrum of the solution of rac‐1 in the presence of Cu²⁺ ion revealed that the stoichiometry of 1 and Cu²⁺ was 2 : 1.

中文翻译：

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具有金属配位能力的手性四芳基甲烷衍生物

苯并吡嗪基-2-吡啶基-2-嘧啶基甲烷（1）是由2-（氯甲基）吡啶分四步合成的。该化合物是手性的，有望表现出金属配位能力，因为四个芳基中的三个相对于中心碳原子在邻位具有氮原子。的X射线的晶体分析外消旋- 1明确地揭示了tetraarylmethane框架，但氮原子不能被分配。光学分辨率1通过手性HPLC测定。除了两个馏分的CD光谱显示出与预期相反的符号外，还观察到了溶剂对CD光谱的影响。根据基于时间依赖性密度泛函理论（TDDFT）方法计算的CD曲线，就绝对构型而言，第一个洗脱级分是R异构体。应该注意的是，由于形成了1的金属络合物，因此通过添加过渡金属离子也改变了1的CD光谱。作业情节和电喷雾电离（ESI）的溶液的质谱外消旋- 1在铜的存在下²⁺离子揭示的化学计量1Cu ²⁺为2：1。