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硫杂杯[4]-1,3-2,4-氮杂双冠醚的合成与氨基酸配合性能
Synthesis and Amino Acids Complexation Properties of Thiacalix[4]-1,3-2,4-aza-bis-crowns
【摘要】 对叔丁基硫杂杯[4]四酰肼衍生物(2)与邻苯二甲醛发生分子内1+2缩合反应,合成了首例1,3-交替构象的硫杂杯[4]-1,3-2,4-氮杂双冠醚(3),产率为65%.其结构经元素分析、质谱、核磁共振谱等表征证实.用UV-Vis光谱法和1HNMR谱研究了化合物3与系列α-氨基酸的识别配合性能,并计算出其配合常数.结果表明,主体分子3对所测试的α-氨基酸有较好的配合作用,主客体分子形成1∶1的配合物.
【Abstract】 Thiacalix[4]arene is an interesting novel member of the calixarene family. Thiacalix[4]crowns were paid much attention due to their particular structures and excellent complexation capabilities. In this paper, by reacting p-tert-butylthiacalix[4]arene tetrahydrazide derivative 2 with o-phthalaldehyde, the first example of thiacalix[4]-1,3-2,4-aza-bis-crowns with 1,3-alternate conformation was prepared with “1+2” condensation mode in a 65% yield. Its structure was characterized by elemental analysis, ESI-MS, 1H NMR spectrum. Its complexation properties for series of α-amino acids were studied via UV-Vis and 1H NMR spectra. Their high complexing constants suggest novel thiacalix[4]biscrown 3 possessed excellent comple-xation abilities for tested amino acids. The correlation coefficients and the 1H NMR spectra change of comple-xation experiments indicate that compound 3 formed 1∶1 stoichiometric complex with amino acids.
- 【文献出处】 高等学校化学学报 ,Chemical Journal of Chinese Universities , 编辑部邮箱 ,2007年05期
- 【分类号】O641.4
- 【被引频次】5
- 【下载频次】231