1,7,13,19-tetramethyl-4,10,16,22-[tetra(N-dimethylamino)methylene]calix[4]resorcynolarene | 134887-74-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 1,7,13,19-tetramethyl-4,10,16,22-[tetra(N-dimethylamino)methylene]calix[4]resorcynolarene
• 英文别名: 4,6,10,12,16,18,22,24-octahydroxy-5,11,17,19-tetrakis(dimethylaminomethyl)-2,8,14,20-tetramethylpentacyclo[19.3.1.1^3,7.1^9,13.1^15,19]octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecaene；2,8,14,20-tetramethyl-4,6,10,12,16,18,22,24-octahydroxy-5,11,17,23-tetrakis(N,N-dimethylamino-methyl)pentacyclo-[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecaene；5,11,17,23-Tetrakis[(dimethylamino)methyl]-2,8,14,20-tetramethylpentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15,17,19(26),21,23-dodecaene-4,6,10,12,16,18,22,24-octol
• CAS: 134887-74-4
• 化学式: C₄₄H₆₀N₄O₈
• 分子量: 772.982
• InChiKey: WQLOXZMCUQMGJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  56
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  175
• 氢给体数：
  8
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  1,7,13,19-tetramethyl-4,10,16,22-[tetra(N-dimethylamino)methylene]calix[4]resorcynolarene 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以78%的产率得到4,6,10,12,16,18,22,24-octahydroxy-5,11,17,19-tetra(N,N-dimethylaminothiocarbonyl)-2,8,14,20-tetramethylpentacyclo[19.3.1.1^3,7.1^9,13.1^15,19]octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecaene
  参考文献：
  名称：

  摘要：

  DOI：

  10.1023/a:1020727505464
• 作为产物：
  描述：

  四甲基甲烷二胺 、 Calix[4]resorcinarene 以 乙醇 、 甲苯 为溶剂， 反应 5.0h， 以62%的产率得到1,7,13,19-tetramethyl-4,10,16,22-[tetra(N-dimethylamino)methylene]calix[4]resorcynolarene
  参考文献：
  名称：

  氨甲基化杯[4]间苯二酚与磷酸酯反应的质子分解特性和反应性

  摘要：

  用电位计、紫外分光光度法研究了氨甲基化杯[4]间苯二酚(AMC)与磷酸的对硝基苯酯在丙-2-醇(80 vol.% PriOH)水溶液中的酸碱性质和反应动力学和 31 P NMR 光谱。研究了烃基的长度和氮原子上的取代基对AMC的质子分解性质和反应活性的影响。所研究的反应分两个阶段进行。在第一阶段，形成磷酸化的 AMC，在第二阶段水解成相应的酸。

  DOI：

  10.1007/bf02496160

文献信息

• Formation of ionic associates from oppositely charged calix[4]resorcinarene host molecules in the presence of guest molecules
  作者：Yu. E. Morozova、Ya. V. Shalaeva、N. A. Makarova、V. V. Syakaev、E. Kh. Kazakova、A. I. Konovalov

  DOI：10.1007/s11172-009-0014-6

  日期：2009.1

  of the molecules giving inclusion complexes with one of the macrocycles were considered. Switching between two states “capsular associate—mixture of original macrocycless” is achieved by controlling the ionic strength of the solution. The interaction of the host—guest complexes with complementary resorcinarene leads to capsular associate closure with the synchronous displacement of the guest molecules

  研究了溶液中囊状二聚体缔合物的形成和存在的条件。缔合物由带相反电荷的间苯二酚衍生物（四（二甲基氨基甲基）杯[4] 间苯二酚盐酸盐和四（磺化-甲基）杯[4] 间苯二酚盐酸盐）形成。考虑了在与大环之一形成包合物的分子存在下形成胶囊的可能性。通过控制溶液的离子强度来实现两种状态“胶囊缔合-原始大环混合物”之间的切换。主客体复合物与互补间苯二酚的相互作用导致胶囊缔合关闭，客体分子同步置换到水溶液本体中。
• ——
  作者：A. R. Burilov、D. I. Kharitonov、N. I. Bashmakova、T. B. Makeeva、I. L. Nikolaeva、M. A. Pudovik、A. I. Konovalov

  DOI：10.1023/a:1026300817910

  日期：——

  A series of aminophosphino cavitands were synthesized by reactions of dialkylaminomethyl-substituted calix[4]resorcinolarenes with hexaalkylphosphorous triamides, and their properties were studied. New aminoalkylated (thio)phosphato(phosphonato) cavitands were prepared by phosphorylation of dialkylaminomethyl-substituted calix[4]resorcinolarenes with phosphorus(V) dichlorides in the presence of a base. Their reactions with electrophilic alkylating agents (methyl trifluoromethanesulfonate, methyl iodide, and triethyloxonium tetrafluoroborate) were examined.
• New salt structures based on aminomethylated calix[4]-resorcinarenes and (1-hydroxyethane-1,1-diyl)bisphosphonic acid
  作者：L. I. Vagapova、Z. A. Nasirova、E. A. Burilova、V. V. Zobov、A. R. Burilov、R. R. Amirov、M. A. Pudovik

  DOI：10.1134/s1070428017020324

  日期：2017.2

  Aminomethylation of calix[4]resorcinarenes with (1-hydroxyethane-1,1-diyl)bisphosphonic acid afforded a series of new water soluble onium salts.
• Synthesis and antioxidant activity of 3,5-di-tert-butyl-4-hydroxyphenylthiomethyltetraalkylcalix[4]resorcinarenes
  作者：G. N. Nugumanova、T. A. Barsukov、S. V. Bukharov、V. V. Syakaev、R. Ya. Deberdeev

  DOI：10.1134/s107036321509011x

  日期：2015.9

  Deamination of dimethyl- and diethylaminomethylated tetraalkylcalix[4]resorcinarenes with 3,5-di-tert-butyl-4-hydroxyphenylmercaptan afforded new 3,5-di-tert-butyl-4-hydroxyphenylthiomethyltetraalkylcalix-[4]resorcinarenes. High antioxidant activity of the synthesized alkylcalix[4]resorcinarenes was established in the model reaction of initiated oxidation of styrene.
• ——
  作者：V. V. Yanilkin、I. S. Ryzhkina、N. V. Nastapova、T. N. Pashirova、Ya. A. Babkina、A. R. Burilov、V. I. Morozov、A. I. Konovalov

  DOI：10.1023/a:1024713408780

  日期：——

  The electrochemical oxidation of a number of aminomethylated calix[4]resorcinarenes (AMC) with different substituents at the nitrogen atom and the kinetics of nucleophilic substitution reactions of these compounds with p-nitrophenyl bis(chloromethyl)phosphinate were studied. The reactivity of the ionic associates of AMC in the nucleophilic substitution and the behavior of AMC in electrooxidation are determined by the same factors, namely, the amino-roup basicity and the nature of the substituents at the nitrogen atom. These factors influence the ratio of the zwitter-ionic and anionic forms of AMC.