5,11,17,23,29,35-Hexa-tert-butyl-37,40-dihydroxy-39,42-(succinyldioxy)-38,41-bis<(4-methylbenzyl)oxy>calix<6>arene | 149772-23-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5,11,17,23,29,35-Hexa-tert-butyl-37,40-dihydroxy-39,42-(succinyldioxy)-38,41-bis<(4-methylbenzyl)oxy>calix<6>arene
• 英文别名: 5,11,17,23,29,35-Hexa-tert-butyl-37,40-dihydroxy-39,42-(succinyldioxy)-38,41-bis[(4-methylbenzyl)oxy]calix[6]arene；5,11,17,23,29,35-hexatert-butyl-45,47-dihydroxy-46,48-bis[(4-methylphenyl)methoxy]-38,43-dioxaoctacyclo[17.17.8.13,7.19,13.121,25.127,31.015,44.033,37]octatetraconta-1(36),3,5,7(48),9,11,13(47),15(44),16,18,21,23,25(46),27,29,31(45),33(37),34-octadecaene-39,42-dione
• CAS: 149772-23-6
• 化学式: C₈₆H₁₀₂O₈
• 分子量: 1263.75
• InChiKey: BRSUQYYFBFDJII-UHFFFAOYSA-N

物化性质

• 密度：
  1.094±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  20.12
• 重原子数：
  94.0
• 可旋转键数：
  6.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  111.52
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  丁二酰氯 、 5,11,17,23,29,35-Hexa-tert-butyl-37,38,40,41-tetrahydroxy-39,42-bis<(4-methylbenzyl)oxy>calix<6>arene 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以55%的产率得到5,11,17,23,29,35-Hexa-tert-butyl-37,40-dihydroxy-39,42-(succinyldioxy)-38,41-bis<(4-methylbenzyl)oxy>calix<6>arene
  参考文献：
  名称：

  Calixarenes. 29. Aroylation and arylmethylation of calix[6]arenes

  摘要：

  Aroylations and arylmethylations of p-tert-butylcalix[6]arene have been carried out using a variety of parasubstituted aroyl chlorides and arylmethyl halides to determine the effect of para substituents on the structural and/or conformational outcome of the reactions. When an excess of derivatizing agent is used with NaH as the base the products in all cases are the 1,2,4,5-tetrasubstituted compounds in the 1,2,3-alternate conformation. However, with Me3SiOK as the base the products of arylmethylation are the 1,4-diethers. By varying the reaction conditions it is possible in some cases to prepare hexaethers as well as monoethers. By means of H-1 NMR spectral measurements it has been shown that any aroyl moiety or any para-substituted phenylmethyl moiety is large enough to prevent its rotation through the annulus of the calix[6]arene, thus partially, or in some cases completely, freezing the conformation. The unsubstituted benzyl moiety, however, is small enough to pass through the annulus fairly easily, thus allowing complete conformational interconversion to occur. The synthetic utility of these derivatives is adumbrated by the selective de-tert-butylation of a tetraester and the intramolecular bridging of a diether.

  DOI：

  10.1021/jo00037a037