Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, PR China.
Dalton Trans. 2013 Jun 7;42(21):7651-9. doi: 10.1039/c3dt50380a.
A novel oxalic amide-linked bisporphyrinate 1has been designed and synthesized, which shows chiral recognition ability for amino acid ethyl esters. The structure of complex 1·(D-Phe-OEt)(L-Phe-OEt) has been solved by X-ray crystallography. It reveals the following information: bisporphyrin unit adopts anti-configuration; compound 1forms 1: 2 complex with amino acid ethyl esters; one important hydrogen bond is formed between the coordinated nitrogen of amino acid ester and carbonyl oxygen in the amide group. The chiral recognition mechanism has been further investigated by UV-Vis spectra, (1)H NMR and DFT/TDDFT calculations.
一种新型的草酰亚胺连接的双卟啉化合物 1 已经被设计和合成，它对氨基酸乙酯具有手性识别能力。通过 X 射线晶体学解析了配合物 1·(D-Phe-OEt)(L-Phe-OEt)的结构。结果表明：双卟啉单元采用反式构型；化合物 1 与氨基酸乙酯形成 1:2 配合物；氨基酸酯的配位氮和酰胺基团中的羰基氧之间形成了一个重要的氢键。通过紫外可见光谱、（1）H NMR 和 DFT/TDDFT 计算进一步研究了手性识别机制。
