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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

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【作者】 杨发福黄翠玉赵夏郑思宁彭奇

【Author】 YANG Fa-Fu1*, HUANG Cui-Yu1, ZHAO Xia1, ZHENG Si-Ning1, PENG Qi2(1. College of Chemistry and Materials, Fujian Normal University, Fuzhou 350007, China;2. State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou 350002, China)

【机构】 福建师范大学化学与材料学院中国科学院福建物质结构研究所结构化学国家重点实验室 福州350007福州350007福州350022

【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.

【关键词】 硫杂杯[4]双冠醚氮杂氨基酸配合
【Key words】 Thiacalix[4]biscrownAzaAmino acidComplexation
【基金】 国家自然科学基金(批准号:20402002);福建省自然科学重点基金(批准号:E0220002)资助.
  • 【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
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