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

作　　者：杨发福[1] 黄翠玉[1] 赵夏[1] 郑思宁[1] 彭奇[2] 

机构地区：[1]福建师范大学化学与材料学院,福州350007 [2]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350022

出　　处：《高等学校化学学报》2007年第5期885-888,共4页Chemical Journal of Chinese Universities

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.

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.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 a-amino acids were studied v/a UV-Vis and ^1H NMR spectra. Their high complexing constants suggest novel thiacalix [ 4 ] biscrown 3 possessed excellent complexation abilities for tested amino acids. The correlation coefficients and the ^1H NMR spectra change of complexation experiments indicate that compound 3 formed 1：1 stoichiometric complex with amino acids.

关 键 词：双冠醚 氮杂 氨基酸 配合 

分 类 号：O621.3[理学—有机化学]