5,11,17,23,29,35,41,47-octa-tert-butyl-49,50-dihydroxy-51,52,53,54,55,56-hexamethoxycalix[8]arene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5,11,17,23,29,35,41,47-octa-tert-butyl-49,50-dihydroxy-51,52,53,54,55,56-hexamethoxycalix[8]arene
• 英文别名: 5,11,17,23,29,35,41,47-Octatert-butyl-51,52,53,54,55,56-hexamethoxynonacyclo[43.3.1.13,7.19,13.115,19.121,25.127,31.133,37.139,43]hexapentaconta-1(48),3(56),4,6,9(55),10,12,15(54),16,18,21,23,25(53),27,29,31(52),33,35,37(51),39,41,43(50),45(49),46-tetracosaene-49,50-diol
• 化学式: C₉₄H₁₂₄O₈
• 分子量: 1382.01
• InChiKey: AFSDVWNVQWSEOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  27.9
• 重原子数：
  102
• 可旋转键数：
  14
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  95.8
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以100%的产率得到5,11,17,23,29,35,41,47-octa-tert-butyl-49,50-dihydroxy-51,52,53,54,55,56-hexamethoxycalix[8]arene
  参考文献：
  名称：

  Diester intrabridging of p-tert-butylcalix[8]arene and unexpected formation of the monospirodienone derivative

  摘要：

  Reaction of p-tert-butylcalix[8]arene 1 with adipoyl chloride in the presence of NaH as the base yielded singly and doubly intrabridged esters 2-4 and 6. Surprisingly, calix[8]arene monospirodienone derivative 7 was also isolated, which was originated by 0, oxidation. The conditions of this oxidation were optimized leading to a novel synthetic approach to calixarene monospirodienones based on the O-2/NaH/acyl-chloride oxidizing system. Xantheno calix[8]arenes 8-8a were obtained by rearrangement of 7. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02485-1

文献信息

• Methylation of <i>p</i>-<i>tert</i>-Butylcalix[8]arene. Products Obtained in the Presence of Strong Bases
  作者：Francesca Cunsolo、Grazia M. L. Consoli、Mario Piattelli、Placido Neri

  DOI：10.1021/jo9805091

  日期：1998.10.1

  Methylation of p-tert-butylcalix[8]arene with MeI in the presence of strong bases (NaH, BaO/Ba(OH)(2), or Cs(2)CO(3)) in THF has been investigated. Composition of the reaction mixtures differs remarkably from those obtained using weak bases and described in a preceding paper. Several previously unreported methylated products [two dimethoxy- (2(1,5) and 2(1,4)), a trimethoxy- (3(1,2,5)), a tetramethoxy-

  已经研究了在THF中存在强碱（NaH，BaO / Ba（OH）（2）或Cs（2）CO（3））的情况下用MeI对叔叔丁基杯[8]芳烃进行甲基化。反应混合物的组成与使用弱碱获得的和先前论文中所述的明显不同。几种以前未报告的甲基化产物[两个二甲氧基-（2（1,5）和2（1,4）），三甲氧基-（3（1,2,5）），四甲氧基-（4（1,2,3 ，6）），两个五甲氧基-（5（1,2,3）和5（1,2,4））和三个六甲氧基-（6（1,2），6（1,3）和6（ 1,4））]已被隔离。在许多情况下，仅根据光谱证据明确指定了取代模式，而在其他情况下，则需要与已知化合物进行化学关联。
• Diester intrabridging of p-tert-butylcalix[8]arene and unexpected formation of the monospirodienone derivative
  作者：Grazia M.L Consoli、Corrada Geraci、Francesca Cunsolo、Placido Neri

  DOI：10.1016/s0040-4039(02)02485-1

  日期：2003.1

  Reaction of p-tert-butylcalix[8]arene 1 with adipoyl chloride in the presence of NaH as the base yielded singly and doubly intrabridged esters 2-4 and 6. Surprisingly, calix[8]arene monospirodienone derivative 7 was also isolated, which was originated by 0, oxidation. The conditions of this oxidation were optimized leading to a novel synthetic approach to calixarene monospirodienones based on the O-2/NaH/acyl-chloride oxidizing system. Xantheno calix[8]arenes 8-8a were obtained by rearrangement of 7. (C) 2002 Elsevier Science Ltd. All rights reserved.