5,11,17,23-tetra-tert-butyl-syn-25,27-bis(2-aminoethoxy)-26,28-dipropoxythiacalix[4]arene | 931407-18-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5,11,17,23-tetra-tert-butyl-syn-25,27-bis(2-aminoethoxy)-26,28-dipropoxythiacalix[4]arene
• 英文别名: 2,2'-((15,35,55,75-Tetra-tert-butyl-32,72-dipropoxy-2,4,6,8-tetrathia-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-12,52-diyl)bis(oxy))bis(ethan-1-amine),stereoisomer；2-[[27-(2-aminoethoxy)-5,11,17,23-tetratert-butyl-26,28-dipropoxy-2,8,14,20-tetrathiapentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaen-25-yl]oxy]ethanamine
• CAS: 931407-18-0
• 化学式: C₅₀H₇₀N₂O₄S₄
• 分子量: 891.381
• InChiKey: QVRYAADFZFTGII-UHFFFAOYSA-N

物化性质

• 沸点：
  891.4±65.0 °C(Predicted)
• 密度：
  1.115±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  14.8
• 重原子数：
  60
• 可旋转键数：
  16
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  190
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  5,11,17,23-tetra-tert-butyl-syn-25,27-bis(2-aminoethoxy)-26,28-dipropoxythiacalix[4]arene 、 1-萘异硫氰酸酯 以 二氯甲烷 为溶剂， 反应 48.0h， 以42%的产率得到1-Naphthalen-1-yl-3-[2-[[5,11,17,23-tetratert-butyl-27-[2-(naphthalen-1-ylcarbamothioylamino)ethoxy]-26,28-dipropoxy-2,8,14,20-tetrathiapentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaen-25-yl]oxy]ethyl]thiourea
  参考文献：
  名称：

  F−-Induced ‘turn-on’ fluorescent chemosensor based on 1,3-alt thiacalix[4]arene

  摘要：

  A new thiacalix[4]arene based fluorescent sensor I bearing two naphthyl groups has been synthesized in 1,3-alternate conformation. in the absence of fluoride ion, the receptor I is in 'off-state' showing no fluorescence emission. The presence of fluoride ion triggered the fluorescence emission to 'on-state' The. receptor shows pronounced selectivity for fluoride ions. In THF, the presence of F- ions induces the formation of a 1: 1 (G:H) complex. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.03.074
• 作为产物：
  描述：

  2-[2-[[5,11,17,23-Tetratert-butyl-27-[2-(1,3-dioxoisoindol-2-yl)ethoxy]-26,28-dipropoxy-2,8,14,20-tetrathiapentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaen-25-yl]oxy]ethyl]isoindole-1,3-dione 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以80%的产率得到5,11,17,23-tetra-tert-butyl-syn-25,27-bis(2-aminoethoxy)-26,28-dipropoxythiacalix[4]arene
  参考文献：
  名称：

  Synthesis and binding studies of novel thiacalixpodands and bisthiacalixarenes having O,O″-dialkylated thiacalix[4]arene unit(s) of 1,3-alternate conformation

  摘要：

  A series of thiacalixpodands and bisthiacalixarenes with imine units have been prepared by condensation of O,O"-bis(2-aminoethyl)-O',O"'-dipropyl-p-tert-butylthiacalix[4]arene of 1,3-alternate conformation with different aromatic (di)aldehydes. The molecules derived from pyridine-2-carbaldehyde and -2,6-dicarbaldehyde quantitatively extract silver ion from aqueous into organic phase with complete selectivity over other metal ions (Na+, K+ and Cs+) under neutral conditions. The former compound forms a 1:2 (L:M) complex with silver ion as proved by NMR spectroscopy, Job's plot and X-ray crystallography. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.12.142

文献信息

• A reversible fluorescent Hg2+/K+ switch that works as keypad lock in the presence of F− ion
  作者：Manoj Kumar、Rajesh Kumar、Vandana Bhalla

  DOI：10.1039/b914821c

  日期：——

  A thiacalix[4]arene based fluorescent chemosensor 3 of 1,3-alternate conformation bearing two dansyl groups and a crown-5 ring behaves as an "On-Off" reversible switch for two chemical inputs Hg(2+) and K(+) ions and mimics a molecular level keypad lock in the presence of F(-) ions.

  具有两个丹磺酰基和Crown-5环的1,3-交替构象的基于硫杂杯[4]芳烃的荧光化学传感器3充当两个化学输入Hg（2+）和K（+ ）离子并模拟F（-）离子存在时的分子级键盘锁。
• On-Off Switchable Binuclear Chemosensor Based on Thiacalix[4]crown Armed with Pyrene Moieties
  作者：Manoj Kumar、Abhimanew Dhir、Vandana Bhalla

  DOI：10.1002/ejoc.200900506

  日期：2009.9

  A new fluorescent “on–off” switchable chemosensor 2 based on a thiacalix[4] arene with a 1,3-alternate conformation and two different types of cation binding sites has been synthesized. Two pyrene moieties linked to a cation recognition unit composed of two imine groups form a strong excimer in solution. Of the metal ions tested, the fluorescence of 2 was strongly quenched by Hg2+, Pb2+ and Cu2+ ions

  已经合成了一种基于具有 1,3-交替构象和两种不同类型阳离子结合位点的硫杯 [4] 芳烃的新型荧光“开-关”可切换化学传感器 2。连接到由两个亚胺基团组成的阳离子识别单元的两个芘部分在溶液中形成强准分子。在测试的金属离子中，2 的荧光被 Hg2+、Pb2+ 和 Cu2+ 离子强烈猝灭。通过向 Cu2+ 配体复合物中仅添加 K+ 来恢复荧光。因此，金属离子交换触发了“开-关”可切换的荧光化学传感器。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
• Ratiometric/‘turn-on’ fluorescent chemosensor for CN−: mimicking XNOR logic function with Fe3+ ions
  作者：Rajesh Kumar、Vandana Bhalla、Manoj Kumar

  DOI：10.1039/c3dt50142f

  日期：——

  The naphthyl-appended chemosensors 5–7 based on thiacalix[4]arene of cone and 1,3-alternate conformations have been synthesized which show high selectivity toward CN− ions by using hydrogen bonding and displacement approach. The presence of CN− induces quenching of fluorescence emission of compound 5 and ratiometric fluorescence behaviour of compounds 6 and 7 through hydrogen bonding interactions. Further, chemosensors 5–7 show high affinity for Fe3+ ions with quenching of fluorescence emission, among all the metal ions tested. The ‘in situ’ prepared iron complexes of compounds 5–7 shows high “turn-on” selectivity toward CN− ions over the other anions. The molecular switching has been observed between chemical inputs of Fe3+ and CN− ions which mimics the operation of an exclusive-NOR (XNOR) logic gate.

  合成了基于锥形和1,3-交替构象的硫杂杯[4]芳烃的萘基化学传感器5-7，通过使用氢键和置换方法，该传感器对CN-离子表现出高选择性。 CN-的存在通过氢键相互作用诱导化合物 5 的荧光发射猝灭以及化合物 6 和 7 的比率荧光行为。此外，在所有测试的金属离子中，化学传感器 5-7 对 Fe3+ 离子表现出高亲和力，并且荧光发射淬灭。 “原位”制备的化合物 5-7 的铁配合物对 CN- 离子比其他阴离子表现出高“开启”选择性。在 Fe3+ 和 CN- 离子的化学输入之间观察到分子切换，模拟异或非 (XNOR) 逻辑门的操作。
• Thiacalix[4]arene based reconfigurable molecular switches: set-reset memorized sequential device
  作者：Manoj Kumar、Rajesh Kumar、Vandana Bhalla

  DOI：10.1039/c1ob06273e

  日期：——

  The fluorescent chemosensors 3, 5 and 7 based on thiacalix[4]arene bearing naphthyl groups have been designed and synthesized. The optical chemosensor 3 based on a thiacalix[4]arene of cone conformation behaves as “turn-on” optical chemosensor for Fe3+ and F− ions. However, chemosensors 5 and 7 based on a thiacalix[4]arene of 1,3-alternate conformation demonstrate “turn-on” optical behaviour for Hg2+

  荧光化学传感器3，5和7基于硫杂杯[4]芳烃轴承萘基已设计并合成的。光学化学传感器3的基于一个硫杂杯[4]芳烃锥体构象表现为“接通”为铁光学化学传感器3+和F -离子。然而，化学传感器5和7基于一个硫杂杯[4]芳烃的1,3-交替构象展示“接通”对Hg光学行为2+，F -离子（与受体5为导通对于K +离子）和Fe 3+离子的“关闭”行为。Fe的同时存在3+和Hg 2+或K +或F - “通-断”离子导致的可逆制剂开关。响应于这些化学输入之间的分子切换而开发的各种分子逻辑门已集成到具有记忆功能的顺序逻辑电路中，该逻辑电路在模拟“设定-重置”分子水平信息处理设备的反馈回路中。
• A thiacalix[4]crown based chemosensor for Zn²⁺ and H₂PO₄⁻: sequential logic operations at the molecular level
  作者：Neetu Sharma、Shahi Imam Reja、Vandana Bhalla、Manoj Kumar

  DOI：10.1039/c5dt00082c

  日期：——

  A thiacalix[4]crown based di topic receptor 3 has been synthesized which shows negative allosteric behaviour between Zn²⁺/K⁺ ions. Further, 3-Zn²⁺ complex has been used for detection of H₂PO⁴⁻.

  已经合成了基于硫代杯[4]冠二聚物的双主体受体3，它在Zn2+ / K+离子之间显示出负变构行为。此外，3-Zn2+复合物已被用于检测H2PO4-。