芳香寡聚磺酸酯桥联大环化合物的合成和紫外光谱

Synthesis and UV Spectra of Aromatic Oligosulfonate-bridged Macrocycles

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4.65×10^4、5.61×10^4、5.09×10^4和9.98×10^4L/（mol·cm）;检出限分别是2.15×10^-7、1.78×10^-7、1.96×10^-7和1.00×10^-7mol/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。

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 4.65×10^4, 5.61 ×10^4, 5.09 × 10^4 and 9.98 × 10^4 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 maeroeylces.