5,11,17,23-tetra-tert-butyl-25,27-bis-[carboxylmethoxy]-26,28-dihydroxy-2,8,14,20-tetrathiacalix[4]arene | 270085-38-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5,11,17,23-tetra-tert-butyl-25,27-bis-[carboxylmethoxy]-26,28-dihydroxy-2,8,14,20-tetrathiacalix[4]arene
• 英文别名: 2,2'-((15,35,55,75-Tetra-tert-butyl-32,72-dihydroxy-2,4,6,8-tetrathia-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-12,52-diyl)bis(oxy))diacetic acid；2-[[5,11,17,23-tetratert-butyl-27-(carboxymethoxy)-26,28-dihydroxy-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]acetic acid
• CAS: 270085-38-6；209472-17-3
• 化学式: C₄₄H₅₂O₈S₄
• 分子量: 837.156
• InChiKey: SDRXCMBWHBFCJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.4
• 重原子数：
  56
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  235
• 氢给体数：
  4
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  5,11,17,23-tetra-tert-butyl-25,27-bis-[carboxylmethoxy]-26,28-dihydroxy-2,8,14,20-tetrathiacalix[4]arene 在 草酰氯 作用下， 以 四氯化碳 为溶剂， 反应 3.0h， 生成 2,2'-((15,35,55,75-tetra-tert-butyl-32,72-dihydroxy-2,4,6,8-tetrathia-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-12,52-diyl)bis(oxy))diacetyl chloride
  参考文献：
  名称：

  Unprecedented formation of lactone derivatives in thiacalix[4]arene series

  摘要：

  研究发现，硫杂[4]炔的远端双（羧甲基氧基）衍生物会发生前所未有的分子内环化反应，生成内酯化合物 5a 或 5b，X 射线晶体学证明了具有九元环的内酯化合物的结构；利用手性 HPLC 色谱柱进行分离，证明了新化合物固有的手性。

  DOI：

  10.1039/b100906k
• 作为产物：
  描述：

  4-叔丁基硫杂杯[4]芳烃 在 氢氧化钾 、 水 、 sodium carbonate 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 51.0h， 生成 5,11,17,23-tetra-tert-butyl-25,27-bis-[carboxylmethoxy]-26,28-dihydroxy-2,8,14,20-tetrathiacalix[4]arene
  参考文献：
  名称：

  基于硫杂杯[4]芳烃平台的新型分子受体。二羧酸和四羧酸衍生物的制备及其与过渡金属离子的结合性能

  摘要：

  通过水解四-（2）和二醚的酯部分，制备了新的分子受体，分别为叔和1,3-交替的四羧酸（3）和顺式-A，C-二羧酸（5）。（4），其是通过噻吩并[4]芳烃（1）的酚氧与溴代乙酸乙酯的区域和构象选择性的O-烷基化反应合成的。的结合能力锥和1,3-后复用3，顺式- 5，以及锥形，亚甲基桥连四羧酸（9用溶剂萃取法研究了向过渡金属离子的转移），表明对离子的选择性取决于桥连的硫，羧酸根和构象。

  DOI：

  10.1016/s0040-4039(99)01503-8

文献信息

• (Thia)calix[4]arene–porphyrin conjugates: novel receptors for fullerene complexation with C₇₀over C₆₀selectivity
  作者：Miroslav Dudič、Pavel Lhoták、Ivan Stibor、Hana Petříčková、Kamil Lang

  DOI：10.1039/b307988k

  日期：——

  from two and/or four porphyrin units. These molecules form stable complexes with fullerenes in a toluene solution and exhibit selectivity towards C70. The observed fullerene–porphyrin contacts suggest cooperative behaviour of closely separated porphyrin units attracting C60 or C70. Measurements show efficient quenching of porphyrin fluorescence emission.

  分子镊子，（硫杂）杯[4]芳烃–卟啉偶联物是由（thia）calix [4] arene单元作为支架，由两个和/或四个卟啉单元构建的。这些分子与富勒烯 在一个 甲苯溶液并表现出对C 70的选择性。观察到的富勒烯–卟啉 接触表明紧密分离的合作行为 卟啉吸引C 60或C 70的单位。测量表明，有效淬火的卟啉 荧光发射。
• Polythiacalix[4]amides as a Novel Category of Macromolecules; Synthesis, Antibacterial Evaluation and Investigation on their Spectral and Thermophysical Characteristics
  作者：Hamed Tashakkorian、Moslem Mansour Lakouraj、Rahimeh Maldar、Zahra Moulana

  DOI：10.17344/acsi.2017.3604

  日期：2018.3.20

  Polythiacalix[4]amides as a novel category of polyamides, with high sorption capability towards some environmentally hazardous metal cations, especially Hg2+, have been synthesized via direct polycondensation protocol using a thiacalix[4] arene dicarboxylic acid and commercial diamines. The polyamides were obtained in high yields and possess inherent viscosities in the range of 0.55-0.75 dl/g. The

  Polythiacalix [4]酰胺是一类新型的聚酰胺，对某些对环境有害的金属阳离子（尤其是Hg2 +）具有很高的吸附能力，已通过直接缩聚方案，使用thiacalix [4]芳烃二羧酸和市售二胺合成。聚酰胺以高收率获得，并且具有在0.55-0.75 dl / g范围内的固有粘度。通过使用紫外线吸收光谱法寻找每种聚合物的最大吸收波长来研究光物理特性。热重分析表明，这些聚酰胺在重量减轻10％的情况下，在337至346°C的范围内具有很高的热稳定性，在600°C下，其焦炭产率约为32.9-58.5％。另外，玻璃化转变温度在157至178℃之间。为了调查这些聚噻唑烷酰胺的可能吸附能力，从废水中固液萃取了一些有毒的过渡金属阳离子，例如Cu2 +，Co2 +，Cd2 +，Pb2 +和Hg2 +。使用革兰氏阳性和革兰氏阴性细菌菌株进行了抗菌评估，并获得了一些可靠的结果。结果表明，它们有能力用作工业抗菌膜的可能成分。
• Synthesis and spectroscopic properties of porphyrin-(thia)calix[4]arene conjugates
  作者：Miroslav Dudic、Pavel Lhoták、Ivan Stibor、Hana Dvoráková、Kamil Lang

  DOI：10.1016/s0040-4020(02)00506-9

  日期：2002.7

  Calix[4]arene diacetate and tetraacetate together with their tetrathia-analogs served as starting compounds for the synthesis of novel porphyrin-calixarene conjugates. The introduction of monoaminotetraphenylporphyrin gave corresponding calixarene derivatives, bearing two or four porphyrin units on the lower calixarene rim. These compounds, immobilized in the cone conformation, possess interesting photophysical properties. The absorption and fluorescence emission spectra of the synthesized diporphyrins and tetraporphyrins reveal exciton coupling between the porphyrin units. The flexibility of the amidic bridges accounts for tuning of the degree of porphyrin coupling by the solvent polarity. (C) 2002 Elsevier Science Ltd. All fights reserved.
• Novel anion receptors based on thiacalix[4]arene derivatives
  作者：Petra Zlatušková、Ivan Stibor、Marcela Tkadlecová、Pavel Lhoták

  DOI：10.1016/j.tet.2004.09.088

  日期：2004.12

  Starting from the thiacalix[4]arene tetraacetate, novel derivatives bearing four ureido or thioureido functions on the lower rim have been prepared. As proven by NMR titrations, these compounds can bind anions via hydrogen bonding interactions and represent the first example of anion receptors in the thiacalixarene series. (C) 2004 Elsevier Ltd. All rights reserved.
• Di- and tetracarboxylate ligands for highly luminescent terbium(III) complexes on the basis of sulfonylcalix[4]arene scaffold
  作者：Takayuki Horiuchi、Nobuhiko Iki、Hitoshi Hoshino、Chizuko Kabuto、Sotaro Miyano

  DOI：10.1016/j.tetlet.2006.11.153

  日期：2007.1

  New di- (2) and tetracarboxylate ligands (4) were prepared on a sulfonylcalix[4]arene platform by O-alkylation of thiacalix[4]arene with ethyl bromoacetate, followed by hydrolysis of the ester function and oxidation of the sulfide bridges. The sulfonyl-based ligands 2 and 4 formed luminescent 1:1 complexes with terbium(III) ion having higher luminescent quantum yield (Phi = 0.29, and 0.28(7), respectively) than 1:1 complexes of the corresponding thiacalix[4]arene-based di- (1) and tetracarboxylate ligands (3) (Phi = 0.03(8) and 0.00(3), respectively), implying higher efficiency of sulfonyl ligands (2 and 4) than those of thia ligands (1 and 3) in the energy transfer process. (c) 2006 Elsevier Ltd. All rights reserved.