cone-5,11,17-tri-(tert-butyl)-28-hydroxycalix<4>arene | 180332-11-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: cone-5,11,17-tri-(tert-butyl)-28-hydroxycalix<4>arene
• 英文别名: 5,11,17-tri-tert-butyl-25,26,27,28-tetrahydroxycalix[4]arene；5,11,17-Tritert-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-25,26,27,28-tetrol
• CAS: 180332-11-0
• 化学式: C₄₀H₄₈O₄
• 分子量: 592.819
• InChiKey: BWPBYYFPFKMVGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.3
• 重原子数：
  44
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  80.9
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  cone-5,11,17-tri-(tert-butyl)-28-hydroxycalix<4>arene 在 四氯化锡 作用下， 以 氯仿 、 二甲基亚砜 为溶剂， 反应 5.0h， 生成 5,11,17-tris(p-tert-butyl)-23-cyanomethylcalix[4]arene
  参考文献：
  名称：

  Mono-functionalization of the tris-(p-tert-butyl)calix[4]arene

  摘要：

  Various types of tris-(p-tert-butyl)calix [4] arenes displaying an active methylene group at the upper rim have been synthesized in view of developing more elaborated structures. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10305-7
• 作为产物：
  描述：

  5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene 在 N-甲基咪唑 、 sodium hydroxide 、 三氯化铝 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 100.0h， 生成 cone-5,11,17-tri-(tert-butyl)-28-hydroxycalix<4>arene
  参考文献：
  名称：

  Selective Mono-Dealkylation of Tetra-p-tert-butyl-calix[4]arene at the Upper Rim

  摘要：

  The tris-p-(tert-butyl)calix[4]arene has been synthesized by a reproducible selective esterification-dealkylation-saponification process.

  DOI：

  10.1080/00397919608004615

文献信息

• Wittig reaction on calixarene upper rim. Access to conjugated bipyridyl and pyridyl podands
  作者：Jean-Bernard Regnouf-de-Vains、Roger Lamartine

  DOI：10.1016/0040-4039(96)01348-2

  日期：1996.8

  Monoformyl-tris-(p-But)calix[4]arene was synthesised and reacted in smooth conditions with phosphonium salts of 6-bromomethyl-6′-methyl-2,2′-bipyridine and 2-chloromethyl-pyridine, affording the corresponding conjugated mono-armed macrocycles.

  合成了单甲酰基-三（-p - Bu t）杯[4]芳烃，使其在光滑条件下与6-溴甲基-6'-甲基-2,2'-联吡啶和2-氯甲基吡啶的phospho盐反应，得到相应的共轭单臂大环。
• Inclusion of Organic Cations by Calix[4]arenes Bearing Cyclohepta-2,4,6-trienyl Substituents
  作者：Marzena Orda-Zgadzaj、Volker Wendel、Matthias Fehlinger、Burkhard Ziemer、Werner Abraham

  DOI：10.1002/1099-0690(200104)2001:8<1549::aid-ejoc1549>3.0.co;2-x

  日期：2001.4

  Only very weak complexation of organic cations such as ammonium and iminium ions by simple calix[4]arenes has been reported to date. Newly designed calix[4]arenes, substituted with a different number of 1,3,5-cycloheptatrien-7-yl functions at the upper rim. can engender an improvement in the inclusion capability, due to an enlargement of the Jr-basic wall of the host cavity. The complexation capability of these calix[4]arenes for organic cations is studied in this paper, For the first time, aryl tropylium salts have been used as cationic guests in addition to ammonium and iminium salts. Three structural types of hosts can be distinguished, all of which exhibit remarkably different inclusion abilities towards the organic cations, Flexible hosts with an OK-unmodified lower rim undergoing ring inversion form complexes of modest stability, provided that the host lacks bulky tert-butyl substituents at the upper rim. Tetra-O-alkylated derivatives, which are assumed to exhibit a flexible cone conformation, do not bind organic cations. Among the calix[4]arenes bearing cycloheptatrienyl groups, the complexation requirements are best matched by hosts with four cycloheptatrienyl groups on the upper rim and two alkyl groups on the lower rim; these compounds are assumed to possess a more rigid cone conformation, due to intramolecular hydrogen bonds. The tropylium component of phenyl tropylium ions penetrates inside the pi -basic cavity of the host. The absorption coefficient of the longest wavelength absorption band of these guests in the visible region is drastically lessened upon inclusion.
• Selective Mono-Dealkylation of Tetra-<i>p-tert</i>-butyl-calix[4]arene at the Upper Rim
  作者：Sandrine Berthalon、Jean-Bernard Regnouf deVains、Roger Lamartine

  DOI：10.1080/00397919608004615

  日期：1996.8

  The tris-p-(tert-butyl)calix[4]arene has been synthesized by a reproducible selective esterification-dealkylation-saponification process.
• De-<i>tert</i>-butylation of <i>p-tert</i>-Butylcalix[4]arene with Nafion:  A New Route to the Synthesis of Completely and Partially Debutylated <i>p-tert</i>-Butylcalix[4]arenes
  作者：Seung Gul Rha、Suk-Kyu Chang

  DOI：10.1021/jo971607+

  日期：1998.4.1
• Hunter, Roger; Koch, Klaus R.; Verblun, Bernard, South African Journal of Chemistry, 1998, vol. 51, # 4, p. 200 - 206
  作者：Hunter, Roger、Koch, Klaus R.、Verblun, Bernard

  DOI：——

  日期：——