5,11,17,23-Tetra-tert-butyl-25,26,27,28-tetrapropynyloxy-2,8,14,20-tetrathiacalix[4]arene | 1363567-44-5

• 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-25,26,27,28-tetrapropynyloxy-2,8,14,20-tetrathiacalix[4]arene
• 英文别名: 5,11,17,23-tetratert-butyl-25,26,27,28-tetrakis(prop-2-ynoxy)-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-dodecaene
• CAS: 1363567-44-5
• 化学式: C₅₂H₅₆O₄S₄
• 分子量: 873.278
• InChiKey: JMZXULPAZKZQEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.3
• 重原子数：
  60
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  138
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5,11,17,23-Tetra-tert-butyl-25,26,27,28-tetrapropynyloxy-2,8,14,20-tetrathiacalix[4]arene 、 苯甲酰氯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以84%的产率得到
  参考文献：
  名称：

  杯芳烃 α-酮乙炔：与肼亲核试剂反应的多功能平台†

  摘要：

  具有杂环的杯[4]芳烃和硫代杯[4]芳烃的后期多样化仍然是一项重大的合成挑战，并阻碍了支架的进一步开发。在这里，我们描述了一种使用钯交叉偶联方法（5% Pd( II ) + 10% Cu( I )）与苯甲酰氯。通过用肼处理证明了它们成功地转化为杂环以提供吡唑。功能化是杯芳烃构象和独立接头，能够访问结构库。

  DOI：

  10.1039/c8ra06349d
• 作为产物：
  描述：

  3-溴丙炔 、 4-叔丁基硫杂杯[4]芳烃 在 caesium carbonate 作用下， 以 丙酮 为溶剂， 反应 21.0h， 以70%的产率得到5,11,17,23-Tetra-tert-butyl-25,26,27,28-tetrapropynyloxy-2,8,14,20-tetrathiacalix[4]arene
  参考文献：
  名称：

  单芘取代噻杯[4]芳烃化学传感器对Al(ClO4)3分子的高选择性识别

  摘要：

  成功合成了单芘取代的硫代杯[4]芳烃化学传感器（TCA-Py），收率令人满意。荧光分析表明，由于Al 3+阳离子和ClO 4 -阴离子之间的协同作用，TCA-Py对Al(ClO 4 ) 3分子表现出高识别选择性。这种识别整个无机分子的独特能力拓宽了分子识别领域。

  DOI：

  10.1039/d2cc01609e

文献信息

• Novel 1,3-alternate thiacalix[4]arenes: click synthesis, silver ion binding and self-assembly
  作者：Haiyang Zhao、Junyan Zhan、Zhilong Zou、Fajun Miao、Hong Chen、Li Zhang、Xianliang Cao、Deimei Tian、Haibing Li

  DOI：10.1039/c2ra22831a

  日期：——

  A series of novel 1,3-alternate thiacalixarene derivatives containing triazole groups were synthesized directly from a conformationally mixed intermediate in high yields using click chemistry. They were used as building blocks for supramolecular self-assembly architecture, and shown to be good Ag+ receptors. As confirmed by AFM, one of the compounds was found to form nanorod aggregates by silver ion binding.

  一系列含有三氮唑基团的新型1,3-交替硫杂杯芳烃衍生物通过点击化学直接从构象混合的中间体高产率合成。这些衍生物作为构筑单元用于超分子自组装结构，并被证明是良好的Ag+受体。通过原子力显微镜确认，其中一种化合物在银离子结合后形成了纳米棒状聚集体。
• 一种单取代炔基硫杂杯[4]芳烃的制备方法
  申请人：深圳先进技术研究院

  公开号：CN114262318A

  公开（公告）日：2022-04-01

  本发明公开了一种单取代炔基硫杂杯[4]芳烃的制备方法，包括以下步骤：在惰性气氛下，以碳酸铯为催化剂、以卤代炔烃为单取代反应原料，投料共混于硫杂杯[4]芳烃溶液中进行回流反应，而后纯化，得到所述单取代炔基硫杂杯[4]芳烃，反应效率高、产率高、选择性强。
• Click synthesis and dye extraction properties of novel thiacalix[4]arene derivatives with triazolyl and hydrogen bonding groups
  作者：Hong-Yu Guo、Fa-Fu Yang、Zi-Yu Jiao、Jian-Rong Lin

  DOI：10.1016/j.cclet.2013.04.003

  日期：2013.6

  Using a click reaction between alkynylthiacalix[4]arene and ethyl 2-azidoacetate followed by an ammonolysis with ethanolamine, leucinol and hydrazine hydrate, respectively, three novel thiacalix[4]arene derivatives 4, 5 and 6 with triazolyl and hydrogen bonding groups (NH and OH) were synthesized in high yields. They exhibited excellent extraction capability for six anionic and cationic dyes. The flexible cavity, pi-triazole rings and hydrogen bonding groups all play crucial roles in dye complexation. (C) 2013 Fa-Fu Yang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
• Synthesis and structure of lower rim-substituted alkynyl derivatives of thiacalix[4]arene
  作者：A. A. Murav’ev、F. B. Galieva、A. G. Strel’nik、R. I. Nugmanov、M. Grüner、S. E. Solov’eva、Sh. K. Latypov、I. S. Antipin、A. I. Konovalov

  DOI：10.1134/s1070428015090213

  日期：2015.9

  Lower-rim substituted bis- and tetrakis(alkynyloxy)thiacalix[4]arenes in cone and 1,3-alternate configurations were synthesized by the Mitsunobu reaction, and their structure was determined using homoand heteronuclear one- and two-dimensional NMR techniques. Bis(prop-2-yn-1-yloxy)thiacalix[4]arene was found to exist in conformational equilibrium whose position depends on the temperature and reaction conditions.
• A new Hg2+ fluorescent sensors based on 1,3-alternate thiacalix[4]arene (L) and the complex of [L+Hg2+] as turn-on sensor for cysteine
  作者：Fajun Miao、Junyan Zhan、Zhilong Zou、Deimei Tian、Haibing Li

  DOI：10.1016/j.tet.2012.01.010

  日期：2012.3

  A new thiacalix[4]arene derivative in a 1,3-alternate conformation bearing four naphthalene groups through crown-3 chains has been synthesized, which exhibits high selectivity toward Hg2+ by forming a 1:2 complex, among other metal ions (Na+, K+, Mg2+, Ba2+, Ca2+, Sr2+, Cs+, Mn2+, Fe2+, Cd2+, Co2+, Ni2+ Cu2+, Li+, and Zn2+) with a low detection limit (3.30x10(-7) M). The metal ion-binding properties were studied by fluorescence, AFM, and H-1 NMR spectroscopy. The in situ prepared [Hg2++L] complex shows well recognition ability for cysteine with a low detection limit (2.23x10(-7) M) through fluorescence turning on. The mechanism of fluorescence turning on is the host L releasing from [L+Hg2+] for [Cys+Hg2+] complex formed. Thus the paper reports secondary-sensor design: Hg2+ as a first sensor for [L+Hg2+] form, cysteine as a second sensor for Hg2+ releasing from the [L+Hg2+] complex after cysteine adding in. (C) 2012 Published by Elsevier Ltd.