(2R,3R,12R,13R,22R,23R)-1,4,11,14,21,24-hexaaza-(2,3:12,13:22,23)tributeno-(6,9:16,19:26,29)trietheno-2H,3H,12H,22H,23H-(30)-annulene

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: (2R,3R,12R,13R,22R,23R)-1,4,11,14,21,24-hexaaza-(2,3:12,13:22,23)tributeno-(6,9:16,19:26,29)trietheno-2H,3H,12H,22H,23H-(30)-annulene
• 英文别名: (4R,9R,18R,23R,32R,37R)-3,10,17,24,31,38-hexazaheptacyclo[38.2.2.212,15.226,29.04,9.018,23.032,37]octatetraconta-1(43),2,10,12,14,16,24,26(46),27,29(45),30,38,40(44),41,47-pentadecaene
• 化学式: C₄₂H₄₈N₆
• 分子量: 636.883
• InChiKey: AUGUBIDKXUONSG-GIEDQAFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  48
• 可旋转键数：
  0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  74.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2R,3R,12R,13R,22R,23R)-1,4,11,14,21,24-hexaaza-(2,3:12,13:22,23)tributeno-(6,9:16,19:26,29)trietheno-2H,3H,12H,22H,23H-(30)-annulene 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以65%的产率得到(2R,3R,12R,13R,22R,23R)-1,4,11,14,21,24-hexaaza-(2,3:12,13:22,23)-tributano-(6,9:16,19:26,29)-trietheno-(1H,2H,3H,4H,5H,10H,11H,12H,13H,14H,15H,20H,21H,22H,23H,24H,25H,30H)-octadecahydro-(30)-annulene
  参考文献：
  名称：

  一个新的手性N-杂环卡宾银（I）圆柱：合成，晶体结构和催化性能。

  摘要：

  通过自组装制备了一种新的手性环状三咪唑啉盐及其手性N-杂环卡宾三银圆柱状笼，具有对几种席夫碱化合物进行氰基硅烷化反应的尺寸选择催化性能。

  DOI：

  10.1039/c000793e
• 作为产物：
  描述：

  ethyl acetate;(4R,9R,18R,23R,32R,37R)-3,10,17,24,31,38-hexazaheptacyclo[38.2.2.212,15.226,29.04,9.018,23.032,37]octatetraconta-1(43),2,10,12,14,16,24,26(46),27,29(45),30,38,40(44),41,47-pentadecaene 反应 17.0h， 生成 (2R,3R,12R,13R,22R,23R)-1,4,11,14,21,24-hexaaza-(2,3:12,13:22,23)tributeno-(6,9:16,19:26,29)trietheno-2H,3H,12H,22H,23H-(30)-annulene
  参考文献：
  名称：

  三亚胺分子固体中乙酸乙酯的固有选择性

  摘要：

  乙酸乙酯是重要的化工原料和溶剂。它也是酿造工业中的关键挥发性有机化合物和肺癌的标志物。其分离和检测需要对乙酸乙酯具有高度选择性的材料。在这里，我们报告了一种三亚胺大环 ( TAMC )，它通过形成溶剂化物选择性地吸附乙酸乙酯。晶体结构预测表明这是可用的最低能量溶剂化物结构。这种溶剂化物在去除溶剂后会留下一个亚稳态的“模板化”空腔。吸附和突破性实验证实，TAMC具有足够的吸附动力学，可以从与乙醇的共沸混合物中分离乙酸乙酯，这是一项具有挑战性且能源密集型的工业分离。

  DOI：

  10.1002/chem.202101510

文献信息

• A new chiral N-heterocyclic carbene silver(i) cylinder: synthesis, crystal structure and catalytic properties
  作者：Dehui Wang、Bingguang Zhang、Cheng He、Pengyan Wu、Chunying Duan

  DOI：10.1039/c000793e

  日期：——

  A new chiral cyclic triimidazoline salt and its chiral N-heterocyclic carbene trisilver(I) cylinder-like cage was prepared via self-assembly, with size-selective catalytic performance for the cyanosilylation of several Schiff-base compounds.

  通过自组装制备了一种新的手性环状三咪唑啉盐及其手性N-杂环卡宾三银圆柱状笼，具有对几种席夫碱化合物进行氰基硅烷化反应的尺寸选择催化性能。
• Towards the synthesis of Schiff base macrocycles under supercritical CO2 conditions
  作者：Ana M. López-Periago、Carlos A. García-González、Concepción Domingo

  DOI：10.1039/c0cc00077a

  日期：——

  The synthesis of Schiff base macrocycles was achieved using supercritical CO2 as both solvent and acid catalyst.

  以超临界二氧化碳作为溶剂和酸催化剂，成功合成了希夫碱大环化合物。
• Attachment of trianglamines to silicon wafers, chiral recognition by chemical force microscopy
  作者：Jiri Hlinka、Jana Hodacova、Laurence Raehm、Michel Granier、Michel Ramonda、Jean-Olivier Durand

  DOI：10.1016/j.crci.2010.01.004

  日期：2010.4

  Résumé The chemical attachment of enantiomerically pure trianglamines to silicon wafers through isocyanate functions was performed. The self-assembled monolayer was analyzed by ATR-FTIR, ellipsometry, AFM, contact angle measurements. An AFM tip was functionalized by enantiomerically pure trianglamine using the same pathway. Chemical force microscopy showed chiral recognition between the functionalized tip and the functionalized wafer.

  简历 通过异氰酸酯功能团，实现了纯手性三联胺与硅晶片的化学键合。通过ATR-FTIR、椭偏仪、AFM和接触角测量分析了自组装单层膜。使用相同路径，将AFM针尖功能化为纯手性三联胺。化学力显微镜显示了功能化针尖与功能化晶片之间的手性识别。
• Probing the mechanism and dynamic reversibility of trianglimine formation using real-time electrospray ionization time-of-flight mass spectrometry
  作者：Hany F. Nour、Ana M. Lopez-Periago、Nikolai Kuhnert

  DOI：10.1002/rcm.6203

  日期：2012.5.15

  The [3+3]‐cyclocondensation reactions of chiral (1R,2R)‐1,2‐diaminocyclohexane with aromatic or aliphatic bis‐aldehydes to form trianglimine macrocycles were reported a decade ago and were believed to proceed through a stepwise mechanistic pathway; however, no intermediates were ever isolated or detected and characterized.

  十年前已经报道了手性（1 R，2 R）-1，2-二氨基环己烷与芳族或脂肪族双醛形成三anglimine大环的[3 + 3]-环缩合反应，并认为这是通过逐步的机理途径进行的; 但是，从未分离或检测到任何中间体并进行了表征。
• Stereoselective synthesis of ring C-hexasubstituted trianglamines
  作者：Diego Savoia、Andrea Gualandi、Helen Stoeckli-Evans

  DOI：10.1039/c004873a

  日期：——

  The addition of organolithium reagents to the trianglimine derived from (R,R)-1,2-diaminocyclohexane and terephthalaldehyde gave the corresponding trianglamine with complete stereocontrol and the R configuration of all six newly formed stereocenters. The structure of the hexaphenyl-substituted macrocyle was determined by X-ray crystallographic study. The new trianglamines were tested as ligands in enantioselective catalytic reactions.

  将有机锂试剂加入由(R,R)-1,2-二氨基环己烯和对苯二甲醛衍生的三氨基宁，得到了相应的三氨基宁，所有六个新形成的立体中心均具完全的立体选择性，且均为R构型。通过X射线晶体学研究确定了六苯基取代的巨环的结构。新的三氨基宁作为配体在对映选择性催化反应中进行了测试。