1-Phenyl-4-[4-[[25,29,33,37-tetramethyl-12,18,39-tris[[4-(1-phenyltriazol-4-yl)phenoxy]methyl]-2,4,8,10,14,16,20,22-octaoxanonacyclo[21.15.1.124,38.05,36.07,34.011,32.013,30.017,28.019,26]tetraconta-1(39),5,7(34),11,13(30),17(28),18,23,26,31,35,38(40)-dodecaen-6-yl]methoxy]phenyl]triazole | 1451074-88-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-Phenyl-4-[4-[[25,29,33,37-tetramethyl-12,18,39-tris[[4-(1-phenyltriazol-4-yl)phenoxy]methyl]-2,4,8,10,14,16,20,22-octaoxanonacyclo[21.15.1.124,38.05,36.07,34.011,32.013,30.017,28.019,26]tetraconta-1(39),5,7(34),11,13(30),17(28),18,23,26,31,35,38(40)-dodecaen-6-yl]methoxy]phenyl]triazole
• 英文别名: 1-phenyl-4-[4-[[25,29,33,37-tetramethyl-12,18,39-tris[[4-(1-phenyltriazol-4-yl)phenoxy]methyl]-2,4,8,10,14,16,20,22-octaoxanonacyclo[21.15.1.124,38.05,36.07,34.011,32.013,30.017,28.019,26]tetraconta-1(39),5,7(34),11,13(30),17(28),18,23,26,31,35,38(40)-dodecaen-6-yl]methoxy]phenyl]triazole
• CAS: 1451074-88-6
• 化学式: C₉₆H₇₆N₁₂O₁₂
• 分子量: 1589.73
• InChiKey: MYJUHDATKDUOFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.5
• 重原子数：
  120
• 可旋转键数：
  20
• 环数：
  21.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  234
• 氢给体数：
  0
• 氢受体数：
  20

反应信息

• 作为产物：
  描述：

  6,12,18,39-Tetrakis[(4-ethynylphenoxy)methyl]-25,29,33,37-tetramethyl-2,4,8,10,14,16,20,22-octaoxanonacyclo[21.15.1.124,38.05,36.07,34.011,32.013,30.017,28.019,26]tetraconta-1(39),5,7(34),11,13(30),17(28),18,23,26,31,35,38(40)-dodecaene 、 叠氮苯 在 copper(l) iodide 、 三乙胺 作用下， 以 二氯甲烷 、 甲基叔丁基醚 、 水 为溶剂， 反应 16.0h， 以81%的产率得到1-Phenyl-4-[4-[[25,29,33,37-tetramethyl-12,18,39-tris[[4-(1-phenyltriazol-4-yl)phenoxy]methyl]-2,4,8,10,14,16,20,22-octaoxanonacyclo[21.15.1.124,38.05,36.07,34.011,32.013,30.017,28.019,26]tetraconta-1(39),5,7(34),11,13(30),17(28),18,23,26,31,35,38(40)-dodecaen-6-yl]methoxy]phenyl]triazole
  参考文献：
  名称：

  Synthesis of elongated cavitands via click reactions and their use as chemosensors

  摘要：

  A very efficient modular reaction protocol was developed to attach various functionalities to a rigid cavitand scaffold. In this way, aryl, iodoaryl, benzyl, pyrrolidylmethyl groups, as well as a polyethyleneglycol chain were attached to the 'triazol-level' of the cavitand. The palladium-catalyzed ethynylation of the iodoarene moieties, followed by the copper(I)-catalyzed azide-alkyne cycloaddition produced novel cavitands with significantly elongated binding pockets. The dimensions of these molecules are calculated to be at least 9 angstrom x 18 angstrom, which place them amongst the largest unimolecular hosts obtained by pure covalent synthesis. A cavitand-based click conjugate is used for selective complexation of Cu2+ and Fe3+, providing significant fluorescent quenching. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2013.07.044