3-<3-<3-(Hydroxymethyl)-5-tert-butylsalicyl>-5-tert-butylsalicyl>-5-tert-butyl-2-hydroxybenzyl Alcohol | 65566-87-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 3-<3-<3-(Hydroxymethyl)-5-tert-butylsalicyl>-5-tert-butylsalicyl>-5-tert-butyl-2-hydroxybenzyl Alcohol
• 英文别名: 2-<3-(3-hydroxymethyl-5-tert-butylsalicyl)-5-tert-butylsalicyl>-5-tert-butyl-2-hydroxybenzylalcohol；3-{3-[3-(Hydroxymethyl)-5-tert-butylsalicyl]-5-tert-butylsalicyl}-5-tert-butyl-2-hydroxybenzyl Alcohol；4-Tert-butyl-2,6-bis[[5-tert-butyl-2-hydroxy-3-(hydroxymethyl)phenyl]methyl]phenol
• CAS: 65566-87-2
• 化学式: C₃₄H₄₆O₅
• 分子量: 534.736
• InChiKey: KJFYVNQOOSHSOH-UHFFFAOYSA-N

物化性质

• 熔点：
  140-145 °C
• 沸点：
  630.8±24.0 °C(Predicted)
• 密度：
  1.134±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9
• 重原子数：
  39
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  101
• 氢给体数：
  5
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-<3-<3-(Hydroxymethyl)-5-tert-butylsalicyl>-5-tert-butylsalicyl>-5-tert-butyl-2-hydroxybenzyl Alcohol 在 氯化亚砜 、 sodium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 21.0h， 生成 5,11,17,25,31,37-Hexatert-butyl-43,44-dithia-1,21-diazaoctacyclo[19.19.6.13,7.19,13.115,19.123,27.129,33.135,39]dopentaconta-3,5,7(52),9,11,13(51),15(50),16,18,23,25,27(49),29(48),30,32,35(47),36,38-octadecaene-47,48,49,50,51,52-hexol
  参考文献：
  名称：

  Synthesis and Properties of Chiral Tetrahomodiazacalix[4]- and -[6]arenes Bridged by a Cystine Unit

  摘要：

  DOI：

  10.1021/jo000738z
• 作为产物：
  描述：

  4-叔-丁基-2,6-二(羟基甲基)苯酚 在 sodium hydroxide 、 对甲苯磺酸 作用下， 以 甲醇 、 苯 为溶剂， 反应 36.0h， 生成 3-<3-<3-(Hydroxymethyl)-5-tert-butylsalicyl>-5-tert-butylsalicyl>-5-tert-butyl-2-hydroxybenzyl Alcohol
  参考文献：
  名称：

  Calixarenes. 10. Oxacalixarenes

  摘要：

  DOI：

  10.1021/jo00157a033

文献信息

• Inclusion Properties of Acyclic<i>p</i>-Substituted Phenol–Formaldehyde Oligomers
  作者：Tyo Sone、Yoshihiro Ohba、Hajime Yamazaki

  DOI：10.1246/bcsj.62.1111

  日期：1989.4.15

  Acyclic para-substituted phenol–formaldehyde oligomers (R=H, Me, n-Bu, t-Bu, and cyclohexyl; the number of phenol units=3–6) form host–guest complexes with various organic compounds. The inclusion property of the acyclic oligomers is greatly influenced by the p-substituents of phenol and the number of phenol units in the oligomers; for example, a) while the t-butyl tetramer is effective, the corresponding butyl tetramer has a poor ability for the complex formation, and b) the tetramers and pentamers are good hosts for organic compounds, forming 2:1 (host:guest) complexes in many cases.

  非环状对取代的酚-甲醛低聚物（R=H, Me, n-Bu, t-Bu 和环己基；酚单位数量=3-6）与各种有机化合物形成宿主- guest 复合物。非环状低聚物的包容特性受到酚的对位取代基和低聚物中酚单位数量的显著影响；例如，a) 尽管叔丁基四聚物表现有效，但对应的正丁基四聚物在复合物形成方面能力较差，b) 四聚物和五聚物对有机化合物是良好的宿主，在许多情况下形成2:1（宿主: guest）复合物。
• Synthesis and Properties of Pentahomothiazacalix[3]arene Derivatives Constructed from Phenol-Formaldehyde Trimer and Aminoethanethiol Unit
  作者：Kazuaki Ito、Yoshihiro Ohba、Tyo Sone

  DOI：10.1246/cl.1996.183

  日期：1996.3

  Chiral calixarene analogs incorporating aminoethanethiol unit such as L-cysteine alkyl ester into their rings were prepared. NMR studies of the macrocycles reveal that their preferred conformations in solution are a cone form and the introduction of aminoethanethiol unit in their rings causes the ring fluctuation.

  制备了将氨基乙硫醇单元如L-半胱氨酸烷基酯掺入其环中的手性杯芳烃类似物。大环的 NMR 研究表明，它们在溶液中的首选构象是锥形，并且在它们的环中引入氨基乙硫醇单元会导致环波动。
• Syntheses and properties of chiral pentahomothiazacalix[3]arenes
  作者：Kazuaki Ito、Yoshihiro Ohba、Tyo Sone

  DOI：10.1002/jhet.5570350614

  日期：1998.11

  Chiral calixarene analogs incorporating an aminoethanethiol unit such as L-cysteine into their rings were prepared. Conformational analysis of the macrocycles by using 1H and 13C nmr spectroscopy revealed that their preferred conformation was a cone, which was more stable in chloroform than in toluene. The introduction of an aminoethanethiol moiety into the macrocyclic ring caused ring fluctuation

  制备了在其环中结合了氨基乙硫醇单元如L-半胱氨酸的手性杯芳烃类似物。使用1 H和13 C nmr光谱对大环化合物进行构象分析，结果表明，它们的优选构型为圆锥形，在氯仿中比在甲苯中更稳定。在大环上引入氨基乙硫醇部分会引起环的波动，但是，羧酸衍生物是呈圆锥形的高刚性结构。大环的1 H nmr和圆二色性光谱表明，苯酚-甲醛单元存在手性，这是由半胱氨酸部分的手性引起的。
• Dinuclear Ag(i) metallamacrocycles of bis-N-heterocyclic carbenes bridged by calixarene fragments: synthesis, structure and chemosensing behavior
  作者：Cai-Xia Lin、Xiao-Fei Kong、Qing-Shan Li、Zheng-Zhi Zhang、Yao-Feng Yuan、Feng-Bo Xu

  DOI：10.1039/c3ce40918j

  日期：——

  Dinuclear Ag(I) metallamacrocycles containing bis-N-heterocyclic carbene units and calixarene fragments [1,1′-R2-3,3′-CH2(p-R1-C6H2OMe)CH2}m-bisimidazol-2-ylidene}2-Ag2](PF6)2 (6a–f), (6a: m = 1, R1 = Me, R2 = Me; 6b: m = 1, R1 = t-Bu, R2 = Me; 6c: m = 1, R1 = Me, R2 = naphthylmethyl; 6d: m = 1, R1 = Me, R2 = anthrylmethyl; 6e: m = 2, R1 = Me, R2 = anthrylmethyl; 6f: m = 3, R1 = t-Bu, R2 = anthrylmethyl) were synthesized by reacting silver oxide with the corresponding bis-imidazolium salts (5a–f). Single crystal structural analyses reveal that metallamacrocycles of diverse sizes consisting of two NHC–Ag(I)–NHC units and two calixarene fragments are found in the structures of these dinuclear complexes. These complexes show different configurations with the change of the upper-rims (R1) of the calixarene fragments or N-substituents (R2) of the NHC rings. The two bis-NHC ligands in the complexes generally adopt trans-conformations except for the pair in 6b. Complexes 6a and 6c–d, in which R1 are methyl groups, show rectangular cavities in their structures. Complex 6b, in which R1 are tert-butyl groups of great steric hindrance, adopts cone conformation analogous to that of the calixarene. Interestingly, cation–π interactions are present between Ag(I) and the π–electron rich arene ring of R2 in the structures of complexes 6c–f. Intermolecular C–H⋯F hydrogen bonds exist in the crystal packing of all these complexes. Moreover, intermolecular Ag⋯Ag interactions are found in complex 6a and intermolecular π–π interactions are observed in complexes 6c–f. These intermolecular interactions lead to the formation of 2D supramolecular layers in complex 6c and 3D supramolecular networks in complexes 6a–b and 6d–f, respectively. The fluorescent chemosensing behaviors of these metallamacrocycles were explored for some neutral molecules. The results showed that 6d can behave as an efficient fluorescent chemosensor for p-benzoquinone and 6e–f exhibit fluorescent quenching behaviors for C60 or C70 fullerenes.

  含有双氮杂环卡宾单元和卡唑片段的双核Ag(I)金属大环[1,1′-R2-3,3′-CH2(p-R1-C6H2OMe)CH2}m-bisimidazol-2-基}2-Ag2](PF6)2（6a–f）通过与相应的双咪唑盐（5a–f）反应合成。单晶结构分析表明，这些双核配合物的结构中包含由两个NHC–Ag(I)–NHC单元和两个卡唑片段组成的不同尺寸的金属大环。这些配合物随着卡唑片段的上缘（R1）或NHC环的N取代基（R2）的变化显示出不同的构型。配合物中的两个双NHC配体通常呈反式构象，唯有6b中的一对例外。配合物6a和6c–d中，R1为甲基，在其结构中显示出矩形腔。配合物6b中，R1为具有较大空间位阻的叔丁基，采用类似于卡唑的锥形构象。有趣的是，在配合物6c–f的结构中存在阳离子–π相互作用，即Ag(I)与R2的富电子芳烃环之间的相互作用。所有这些配合物的晶体堆积中都存在分子间C–H⋯F氢键。此外，配合物6a中发现了分子间Ag⋯Ag相互作用，而配合物6c–f中观察到了分子间π–π相互作用。这些分子间相互作用导致在配合物6c中形成二维超分子层，而在配合物6a–b及6d–f中形成三维超分子网络。对这些金属大环的荧光化学传感行为进行了探讨，结果显示6d能够作为一种高效的荧光化学传感器用于对抗苯醌，6e–f则对C60或C70富勒烯表现出荧光猝灭行为。
• Masci, Bernardo; Finelli, Marco; Varrone, Maurizio, Chemistry - A European Journal, 1998, vol. 4, # 10, p. 2018 - 2030
  作者：Masci, Bernardo、Finelli, Marco、Varrone, Maurizio

  DOI：——

  日期：——