p-tert-Butylcalix<4>arene tristriflate | 172878-86-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: p-tert-Butylcalix<4>arene tristriflate
• 英文别名: p-tert-butylcalix[4]arene tristriflate；[5,11,17,23-Tetratert-butyl-26-hydroxy-27,28-bis(trifluoromethylsulfonyloxy)-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] trifluoromethanesulfonate
• CAS: 172878-86-3
• 化学式: C₄₇H₅₃F₉O₁₀S₃
• 分子量: 1045.12
• InChiKey: PYKCGBDMYNABKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.3
• 重原子数：
  69
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  176
• 氢给体数：
  1
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  三乙胺 、 p-tert-Butylcalix<4>arene tristriflate 在 palladium diacetate 甲酸 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以80%的产率得到p-tert-butylcalix[4]arene triflate triethylamine clathrate
  参考文献：
  名称：

  杯杯的合成

  摘要：

  在典型的Pd催化羰基化，Suzuki-Miyaura偶联作用下，分别形成对叔丁基杯[4]芳烃单，双，三，三和四氟三氟甲磺酸3、2、4和5，以及它们各自的反应描述了脱氧条件。钯催化苯硼酸和2的羰基化反应，制得了一种新的，非溶剂衍生的二苯甲酮1：1笼形物（6）和3。据报道有]芳烃衍生物。在Pd催化的2脱氧过程中形成了另外的1：1的三乙胺和3的包合物。

  DOI：

  10.1021/jo000003u
• 作为产物：
  描述：

  1,3-bis(triflate)-p-tert-butylcalix[4]arene 在 bis-triphenylphosphine-palladium(II) chloride 三丁基乙烯基锡 、 benzylethylamine chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以26%的产率得到p-tert-Butylcalix<4>arene tristriflate
  参考文献：
  名称：

  Calix[4]arene Sulfonates: Palladium-Catalyzed Intermolecular Migration of Sulfonyl Groups and Isolation of a Calix[4]arene in a Chiral 1,2-Alternate Conformation

  摘要：

  An intermolecular migration of sulfonyl groups in 1,3-bistriflate and 1,3-bismesylate derivatives of p-tert-butylcalix[4]arene (1) takes place in the presence of both a palladium catalyst and chloride anion. The process leads to the clean formation of 1:1 mixtures of mono- and trisubstituted derivatives that could not be prepared directly from 1 by sulfonylation reactions. A trismesylate 7b is obtained as a minor derivative under the conditions required for the mesylation of 1. Compound 7b exists in a 1,2-alternate conformation, which is chiral due to the pattern of substituents.

  DOI：

  10.1021/jo00128a012

文献信息

• Ullmann coupling reaction of 1,3-bistriflate esters of calix[4]arenes: facile syntheses of monoaminocalix[4]arenes and 4,4′:6,6′-diepithiobis(phenoxathiine)
  作者：Shinya Tanaka、Ryuichi Serizawa、Naoya Morohashi、Tetsutaro Hattori

  DOI：10.1016/j.tetlet.2007.08.095

  日期：2007.10

  Treatment of 1,3-bistriflate esters of thiacalix- (6a) and calix[4]arenes 6b with benzylamine in the presence of Cul and K3PO4 results in the displacement of a TfO moiety with a benzylamino group, which provides an easy access to monoaminothiacalix(4]arene 4a and its methylene-bridged counterpart 4b. On the other hand, the reaction of 6a in the absence of benzylamine leads to intramolecular dietherification, giving 4,4':6,6'-diepithiobis(phenoxathiine) 7a. (C) 2007 Elsevier Ltd. All rights reserved.
• Synthesis of Calix[4]arene Triflates and Their Unusual Chemical Reactivity in Palladium-Catalyzed Reactions
  作者：Sultan Chowdhury、John N. Bridson、Paris E. Georghiou

  DOI：10.1021/jo000003u

  日期：2000.6.1

  p-tert-butylcalix[4]arene mono-, bis-, tris-, and tetrakistriflates 3, 2, 4, and 5, respectively, and their respective reactions, under typical Pd-catalyzed carbonylative, Suzuki-Miyaura coupling, or deoxygenation conditions are described. A novel, nonsolvent-derived 1:1 clathrate (6) of benzophenone and 3 was formed from the palladium-catalyzed carbonylative reaction of phenylboronic acid and 2. The X-ray crystal

  在典型的Pd催化羰基化，Suzuki-Miyaura偶联作用下，分别形成对叔丁基杯[4]芳烃单，双，三，三和四氟三氟甲磺酸3、2、4和5，以及它们各自的反应描述了脱氧条件。钯催化苯硼酸和2的羰基化反应，制得了一种新的，非溶剂衍生的二苯甲酮1：1笼形物（6）和3。据报道有]芳烃衍生物。在Pd催化的2脱氧过程中形成了另外的1：1的三乙胺和3的包合物。
• Calix[4]arene Sulfonates: Palladium-Catalyzed Intermolecular Migration of Sulfonyl Groups and Isolation of a Calix[4]arene in a Chiral 1,2-Alternate Conformation
  作者：Juan J. Gonzalez、Pedro M. Nieto、Pilar Prados、Antonio M. Echavarren、Javier de Mendoza

  DOI：10.1021/jo00128a012

  日期：1995.11

  An intermolecular migration of sulfonyl groups in 1,3-bistriflate and 1,3-bismesylate derivatives of p-tert-butylcalix[4]arene (1) takes place in the presence of both a palladium catalyst and chloride anion. The process leads to the clean formation of 1:1 mixtures of mono- and trisubstituted derivatives that could not be prepared directly from 1 by sulfonylation reactions. A trismesylate 7b is obtained as a minor derivative under the conditions required for the mesylation of 1. Compound 7b exists in a 1,2-alternate conformation, which is chiral due to the pattern of substituents.