25,26-bis-O-(diethoxyphosphoryl)(p-tert-butyl)calix[4]arene | 128910-39-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: 25,26-bis-O-(diethoxyphosphoryl)(p-tert-butyl)calix[4]arene
• 英文别名: Diethyl (5,11,17,23-tetratert-butyl-27-diethoxyphosphoryloxy-26,28-dihydroxy-25-pentacyclo[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-dodecaenyl) phosphate
• CAS: 128910-39-4
• 化学式: C₅₂H₇₄O₁₀P₂
• 分子量: 921.101
• InChiKey: MOVUKCLQKBSCCQ-UHFFFAOYSA-N

物化性质

• 沸点：
  804.5±65.0 °C(Predicted)
• 密度：
  1.128±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  14
• 重原子数：
  64
• 可旋转键数：
  16
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  130
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  25,26-bis-O-(diethoxyphosphoryl)(p-tert-butyl)calix[4]arene 生成 26-Amino-5,11,17,23-tetratert-butylpentacyclo[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-25,27-diol
  参考文献：
  名称：

  Grynszpan Flavio, Aleksiuk Oleg, Biali Silvio E., J. Org. Chem, 59 (1994) N 8, S 2070-2074

  摘要：

  DOI：
• 作为产物：
  描述：

  4-叔丁基苯酚 在 sodium hydride 作用下， 以 二苯醚 、 氯仿 为溶剂， 反应 20.0h， 生成 25,26-bis-O-(diethoxyphosphoryl)(p-tert-butyl)calix[4]arene
  参考文献：
  名称：

  Phase Solubility Studies of Poorly Soluble Drug Molecules by Using O-Phosphorylated Calixarenes as Drug-Solubilizing Agents

  摘要：

  This study is the first report on the solubilizing effect of O-phosphorylated calix[n]arenes that form complexes with neutral molecules such as nifedipine, niclosamide, and furosemide by host-guest complexation. These complexation studies were carried out by using the phase solubility technique. From the obtained results, it was observed that the solubility of guest molecules such as nifedipine, niclosamide, and furosemide was significantly increased in the presence of host molecules tetrakis-O-(diethoxyphosphoryl)-p-tert-butylcalix[4]arene (1), tetrakis-O-(diethoxyphosphoryl)-calix[4]arene (2), bis-O-(diethoxyphosphoryl)-p-tert-butylcalix[4]arene (3), bis-O-(diethoxyphosphoryl)-calix[4]arene (4), and octakis-O-(diethoxyphosphoryl)-p-tert-butylcalix[8]arene (5). The increase in solubility of drugs by the calixarene host 1 to 5 was most probably due to inclusion complexation between drug molecules and cavities of the calixarene skeleton similar to drug-cyclodextrin complexes.

  DOI：

  10.1021/je200992c

文献信息

• Titanacalixarenes in Homogeneous Catalysis: Synthesis, Conformation and Catalytic Activity in Ethylene Polymerisation
  作者：Jeff Espinas、Ulrich Darbost、Jeremie Pelletier、Erwan Jeanneau、Christian Duchamp、François Bayard、Olivier Boyron、Jean‐Pierre Broyer、Jean Thivolle‐Cazat、Jean‐Marie Basset、Mostafa Taoufik、Isabelle Bonnamour

  DOI：10.1002/ejic.200901185

  日期：2010.3

  Variously substituted titanacalixarenes were synthesised and tested for their performance as catalysts in ethylene polymerisation: p-tert-butylcalix[4]arene was derivatised to afford distal diether p-tert-butylcalix[4]arenes L1–L4, distal dihydroxy-depleted L5, proximal dihydroxy-depleted L6, proximal diether p-tert-butylcalix[4]arene L7, proximal intrabridged disiloxane L8 and proximal monoether L9

  合成了各种取代的钛杯芳烃并测试了它们在乙烯聚合中作为催化剂的性能：对叔丁基杯[4]芳烃衍生得到远端二醚对叔丁基杯[4]芳烃L1-L4，远端二羟基耗尽的L5，近端二羟基耗尽的 L6、近端二醚对叔丁基杯[4]芳烃 L7、近端桥内二硅氧烷 L8 和近端单醚 L9。(二氯钛)-对叔丁基杯[4]芳烃1-8和(一氯钛)-对叔丁基杯[4]芳烃9已通过L1-L4与TiCl4·2THF或L5-L9与TiCl4反应成功合成。溶液中配合物 1-9 的结构构象由 1H NMR、13C NMR、NOESY 和 COZY 光谱研究确定。化合物 2、3 和 4 已通过单晶 X 射线衍射进行了结构表征。用甲基铝氧烷活化后，化合物 1-8 显示出生产高密度聚乙烯 (HDPE) 到超高分子量聚乙烯 (UHMWPE) 的低至中等活性。6/MAO 在 770 kgPE (mol Ti)–1 h–1 时具有最佳活性。
• Selectively dehydroxylated calix[4]arenes and 1,3-dithiocalix[4]arenes; novel classes of calix[4]arenes
  作者：Yuhua Ting、Willem Verboom、Leo C. Groenen、Jan-Dirk van Loon、David N. Reinhoudt

  DOI：10.1039/c39900001432

  日期：——

  Selective modification of calix[4]arenes either by selective dehydroxylation via the reductive removal of phosphate(s), or via the Newman–Kwart rearrangement of 1,3-bis(dimethylthiocarbamoyl)calix[4]arenes yields calix[4]arenes 3 and 1,3-dithiocalix[4]arenes 6, respectively.

  杯[4]芳烃的选择性修饰，可以通过磷酸盐的还原去除或通过1,3-双（二甲基硫代氨基甲酰基）杯[4]芳烃的Newman-Kwart重排而进行选择性脱羟基，从而产生杯[4]芳烃3和1,3-二硫杂杯[4]芳烃6。
• Multiple reductive cleavage of calixarene diethyl phosphate esters: a route to [1 n ]metacyclophanes
  作者：Zafrir Goren、Silvio E. Biali

  DOI：10.1039/p19900001484

  日期：——

  The OH groups of p-t-butylcalix[n]arene (n= 4 and 8) were converted into diethyl phosphate esters and reductively cleaved by treatment with K/NH3 to yield tetra-p-t-butyl[14]- and octa-p-t-butyl[18]metacyclophanes (4) and (7).

  的OH基团p -t丁基杯[ Ñ ]芳烃（Ñ = 4和8）转化成二乙基磷酸酯和还原断裂通过用K / NH 3，得到四- p -叔丁基[1 4 ] -和八-对-叔丁基[1 8 ]亚甲基环（4）和（7）。
• Synthese und Röntgenstrukturanalyse der ersten terf-Butylcalix[4]arensalze mit einem Phosphonium-Kation / Synthesis and X-Ray Structure Analysis of the First rm-Butylcalix[4]arene Salts with a Phosphonium Cation
  作者：Tjark Siedentop、Ion Neda、Holger Thönnessen、Peter G. Jones、Reinhard Schmutzler

  DOI：10.1515/znb-1999-0610

  日期：1999.6.1

  The reactions o f ter/-butylcalix[4]arene (1) and the phosphorus-substituted rm -butylcalix- [4]arene (2), respectively, with terf-butylbis[N-(N',N',N",N"-tetramethyl)guanidinyl]phosphine (3) led to the first calix[4]arene-anions with the protonated phosphonium cations 4 and 5. No protonation o f the imino nitrogen atom was observed. In the case of compound 4, a singlecrystal X-ray structure analysis has been conducted. In compound 5, phosphorus atoms in the oxidation states +III and +V are present in one molecule

  ter/-丁基杯[4]芳烃（1）和磷取代的ter-丁基杯[4]芳烃（2）分别与terf-丁基双[N-(N',N',N",N"-四甲基)胍基]膦（3）反应，产生了第一种具有质子化膦铵阳离子4和5的杯[4]芳烃阴离子。未观察到亚胺氮原子的质子化。在化合物4的情况下，进行了单晶X射线结构分析。在化合物5中，一个分子中存在氧化态为+III和+V的磷原子。

• Synthesis and Binding Properties of Phosphorus-Containing Calixarenes and Calixresorcinarenes
  作者：V.I. Kalchenko、M.A. Visotsky、A.N. Shivanyuk、V.V. Pirozhenko、L.N. Markovsky

  DOI：10.1080/10426509608545203

  日期：1996.1

  Abstract Full and regioselectively phosphorylated calix[4]arenes and calix[4]resorcinarenes were synthesized by Nickel catalyzed Arbuzov reaction of para-bromosubstituted calixarenes as well as by reaction of the hydroxyl-derivatives with chlorophosphates. Stereochemistry, chemical transformations, and complexation of the titled phosphorus-containing macrocycles were examined.

  摘要 通过镍催化的对位溴代杯芳烃的Arbuzov反应以及羟基衍生物与氯磷酸盐的反应，合成了完全和区域选择性磷酸化的杯[4]芳烃和杯[4]间苯二酚。检查了标题含磷大环的立体化学、化学转化和络合。