芳香寡聚磺酸酯桥联大环化合物的合成和紫外光谱

以芳香二磺酰氯和芳香二酚为原料,三乙胺作缚酸剂,二氯甲烷作溶剂,采取一步成环法合成了一系列新型的、芳环单元不同的芳香寡聚磺酸酯桥联大环化合物。 合成产物的结构用IR、¹H NMR、¹³C NMR和MALDI-TOF等技术手段进行了确认。 并对合成方法、紫外光谱和变温核磁结构研究进行了有价值的探讨。 化合物3~5的DMF溶液的最大紫外吸收峰在266 nm处,化合物6在267 nm处,摩尔吸光系数分别是4.65×10⁴、5.61×10⁴、5.09×10⁴和9.98×10⁴ L/(mol·cm);检出限分别是2.15×10^-7、1.78×10^-7、1.96×10^-7和1.00×10^-7 mol/L。 变温核磁数据证明,苯环上连有支链有利于固定构象,可以通过这种方法合成结构固定的杯芳烃。

Synthesis and UV Spectra of Aromatic Oligosulfonate-bridged Macrocycles

A series of aromatic oligosulfonate-bridged macrocyclic compounds was synthesized using aromatic disulfonyl chlorides and aromatic diphenol as the starting materials. The products were characterized by IR, ¹H NMR,¹³C NMR and MALDI-TOF-MS. The synthetic methods, UV spectra and variable-temperature ¹H NMR experiments were also discussed herein. UV spectra maximum absorption peaks of compounds 3~5 and compound 6 in DMF solutions are at 266 nm and 267 nm, respectively. The molar absorption coefficients are 4.65×10⁴, 5.61×10⁴, 5.09×10⁴ and 9.98×10⁴ L/(mol·cm), respectively. The detection limits are 2.15×10^-7, 1.78×10^-7, 1.96×10^-7 and 1.00×10^-7 mol/L, respectively. Variable-temperature ¹H NMR experiments show that branched benzene rings can lock the conformation and facilitate the synthesis of desired macrocylces.