5,11,17,23-tetrabromo-25,26,27,28-tetrapropoxythiacalix[4]arene | 454475-25-3

• 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-tetrabromo-25,26,27,28-tetrapropoxythiacalix[4]arene
• 英文别名: 5,11,17,23-Tetrabromo-25,26,27,28-tetrapropoxy-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: 454475-25-3
• 化学式: C₃₆H₃₆Br₄O₄S₄
• 分子量: 980.559
• InChiKey: FSLGTMDVZIOAEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.5
• 重原子数：
  48
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 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-tetrabromo-25,26,27,28-tetrapropoxythiacalix[4]arene 在 叔丁基锂 、 碘 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 以23.4%的产率得到5,11,17,23-tetraiodo-25,26,27,28-tetrapropoxythiacalix[4]arene
  参考文献：
  名称：

  Halogen–halogen interactions and halogen bonding in thiacalixarene systems

  摘要：

  5,11,17,23-四碘-25,26,27,28-四丙氧基硫代杯[4]芳烃表现出I⋯I相互作用，其长度比它们各自的范德华原子半径之和短约2%。5,11,17,23-四碘-25,26,27,28-四丁氧基硫代杯[4]芳烃被确定具有S⋯I相互作用，其长度比它们各自的范德华原子半径之和短约4.5%。我们通过计算方法阐明了这两种相互作用。

  DOI：

  10.1039/c3ce42535e
• 作为产物：
  描述：

  4-叔丁基硫杂杯[4]芳烃 在 aluminum (III) chloride 、 N-溴代丁二酰亚胺(NBS) 、 caesium carbonate 、 苯酚 作用下， 以 丙酮 、 甲苯 为溶剂， 反应 53.17h， 生成 5,11,17,23-tetrabromo-25,26,27,28-tetrapropoxythiacalix[4]arene
  参考文献：
  名称：

  JP5837756

  摘要：

  公开号：

文献信息

• The formylation of the upper-rims of thiacalixarenes: synthesis of the first tetra-formylated and the first meta-substituted thiacalix[4]arenes
  作者：Cedric Desroches、Vadim Kessler、Stephane Parola

  DOI：10.1016/j.tetlet.2004.06.078

  日期：2004.8

  The conventional Gross reaction for the formylation of the tetrapropoxythiacalix[4]arene using TiCl4 affords the 18-(chloromethyl)-28-hydroxy-25,26,27-tripropoxythiacalix[4]arene substituted in the meta-position of the macrocycle. The p-tetraformyl-tetrapropoxythiacalix[4]arene, which is an interesting intermediate to the upper-rims functionalization of thiacalixarenes, was prepared with a very good

  使用TiCl 4进行四丙氧基硫杂杯[4]芳烃甲酸酯化的常规Gross反应得到在大环的间位取代的18-（氯甲基）-28-羟基-25,26,27-三丙氧基硫杂杯[4]芳烃。所述p -tetraformyl-tetrapropoxythiacalix [4]芳烃，这是一个有趣的中间体硫代杯芳烃的上轮圈官能化，用使用丁基锂和非常好的产率制备Ñ -formylpiperidine。
• Metallic thiacalix[4]arene complexes
  申请人：——

  公开号：US20040127722A1

  公开（公告）日：2004-07-01

  The object of the invention is new complexes of derivatives of thiacalix[4]arenes having the formula: 1 R 1a , R 2a , R 3a , R 4a , R 1b , R 2b , R 3b et R 4b are such as defined in claim 1 and their utilization, especially for manufacturing of materials having optical limiter properties.

  本发明的对象是具有以下公式的硫代卡利克斯[4]芳烃衍生物的新复合物：1R1a，R2a，R3a，R4a，R1b，R2b，R3b和R4b，如权利要求1中定义的，并且它们的利用，特别用于制造具有光限制器性能的材料。
• Design and synthesis of multifunctional thiacalixarenes and related metal derivatives for the preparation of sol–gel hybrid materials with non-linear optical properties
  作者：Cedric Desroches、Cesar Lopes、Vadim Kessler、Stephane Parola

  DOI：10.1039/b210252h

  日期：——

  Thiacalixarenes bearing phenylazo or ethynylic groups on the lower rims were prepared and fully characterized. The functional groups were chosen for their ability to increase the electron delocalisation over the molecule and to form metal complexes. The formation of complexes between phenylazothiacalixarenes and metal salts (Zn2+, Ag+…), and the synthesis of platinum acetylides from ethynylthiacalixarenes were investigated. Preliminary studies on optical limiting properties for both ligands and complexes is reported. Clamping levels of ∼4 µJ at 532 nm, were observed for both tetra(pentylphenylethynyl)tetrapropoxythiacalix[4]arene (150 mM in THF, 99% transmission) and the platinum complex (30 mM in THF, 83% transmission). A second functionalisation (upper rims) with metal alkoxide groups has also been investigated in order to prepare hybrid materials incorporating the optically active molecule. The same macrocycle core was thus bifunctionalised, and used for its optical properties on one side and as a precursor of an inorganic network for hybrid materials on the other.

  具有苯基偶氮或乙炔基团的下缘硫卡利克斯烯已被合成并进行了全面表征。这些功能团的选择是为了增强分子中的电子离域能力并形成金属络合物。研究了苯基偶氮硫卡利克斯烯与金属盐（如Zn2+、Ag+等）之间的络合物的形成，以及从乙炔基硫卡利克斯烯合成铂乙炔化合物。报告了对两种配体和络合物的初步光限幅特性的研究。在532 nm处，四(戊基苯乙炔)四异丙氧基硫卡利克斯[4]烯（在THF中150 mM，透过率99%）和铂络合物（在THF中30 mM，透过率83%）均观察到约4 µJ的夹持水平。此外，还研究了用金属烷氧基团对上缘进行第二次功能化，以制备包含光学活性分子的混合材料。因此，相同的宏环核心实现了双功能化，一方面用于其光学属性，另一方面作为混合材料无机网络的前体。
• Selective separation of branched alkane vapor by thiacalixarene supramolecular crystals having shape-recognition properties
  作者：Manabu Yamada、Fumiya Uemure、Hiroshi Katagiri、Kazuhiko Akimoto、Fumio Hamada

  DOI：10.1039/d1cc01931g

  日期：——

  Activated crystals of a supramolecular assembly of bromothiacalix[4]arene propyl ether with preorganized channel-like voids can selectively and effectively adsorb isooctane vapor from a vapor mixture of isooctane and n-heptane.

  具有预组织通道状空隙的溴硫杯 [4] 芳烃丙醚超分子组装的活化晶体可以从异辛烷和正庚烷的蒸气混合物中选择性和有效地吸附异辛烷蒸气。
• Facile separation of cyclic aliphatic and aromatic vapors using crystalline thiacalixarene assemblies with preorganized channels
  作者：Manabu Yamada、Ruka Yoshizaki、Fumiya Uemura、Hiroshi Katagiri、Sumio Kato、Kazuhiko Akimoto、Fumio Hamada

  DOI：10.1039/d2cc05647j

  日期：——

  methylcyclohexane and toluene, effectively. The corresponding cyclic aliphatic and aromatic hydrocarbons cannot be separated effectively using the same type of sorption material. We report that crystalline thiacalixarene assemblies featuring preorganized channel-like adsorption sites are capable of both separations.

  传统的蒸馏方法不能有效分离具有相似沸点、分子大小和体积的化合物，例如环己烷和苯或甲基环己烷和甲苯。同种吸附材料不能有效分离相应的环脂烃和环芳烃。我们报告说，具有预组织通道状吸附位点的结晶硫杂杯芳烃组件能够进行两种分离。