bis(p-tert-butylphenyl)phenyl(4-hydroxyphenyl)methane | 149704-54-1

• 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: bis(p-tert-butylphenyl)phenyl(4-hydroxyphenyl)methane
• 英文别名: 4-[Bis(4-tert-butylphenyl)-phenylmethyl]phenol
• CAS: 149704-54-1
• 化学式: C₃₃H₃₆O
• 分子量: 448.648
• InChiKey: MGPXDNQTDNKJIF-UHFFFAOYSA-N

物化性质

• 沸点：
  555.3±19.0 °C(Predicted)
• 密度：
  1.049±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  bis(p-tert-butylphenyl)phenyl(4-hydroxyphenyl)methane 在 盐酸 、 氢氧化钾 作用下， 以 甲醇 、 二氯甲烷 、 水 、 正丁醇 为溶剂， 反应 38.5h， 生成 mono-p-phenyl ether of di(ethylene glycol)
  参考文献：
  名称：

  New triarylmethyl derivatives: "blocking groups" for rotaxanes and polyrotaxanes

  摘要：

  Five triarylcarbinols (8, three new compounds) were synthesized. Using carbanion chemistry the triarylmethanes (13, five new compounds) made by formic acid reduction of 8 were converted to the omega,omega,omega-triarylalkanols (15,three new compounds) and thence to the chloro (17) and iodo (18) derivatives (five new compounds). Via carbocation chemistry p-(triarylmethyl)phenols (20,two new compounds) and aniline (21, new compound) were produced. Alkylation of 20 yielded alcohol (22), benzylic bromide (23), and carboxy (25) functionalized derivatives. The alcohol, halide, phenol, aniline, and carboxylic acid functionalized triarylmethane compounds are suitable end blocking groups for rotaxanes and polyrotaxanes.

  DOI：

  10.1021/jo00066a030
• 作为产物：
  描述：

  bis(4-tert-butylphenyl)phenyl-methanol 在 乙酰氯 作用下， 以 苯 为溶剂， 反应 0.5h， 生成 bis(p-tert-butylphenyl)phenyl(4-hydroxyphenyl)methane
  参考文献：
  名称：

  Self-Assembly, Spectroscopic, and Electrochemical Properties of [n]Rotaxanes¹

  摘要：

  Synthetic approaches to self-assembling [n]rotaxanes incorporating pi-eleclron deficient bipyridinium-based dumbbell-shaped components and pi-electron rich hydroquinone-based macrocycles have been developed. In particular, the so-called slippage methodology relies upon the size complementarity of preformed macrocyclic and dumbbell-shaped components. The spontaneous self-assembly of these complementary components into a rotaxane in solution can be achieved under the influence of an appropriate amount of thermal energy. The absorption spectra, luminescence properties, and electrochemical behavior of the rotaxanes and their dumbbell-shaped components have been investigated and discussed on the basis of the behavior of their chromophoric and electroactive units. Charge-transfer and energy-transfer processes between specific chromophoric subunits and unusual correlations between the redox patterns of the various compounds have been evidenced and interpreted.

  DOI：

  10.1021/ja954334d

文献信息

• Calix[4]arene-Based Rotaxane Host Systems for Anion Recognition
  作者：Anna J. McConnell、Christopher J. Serpell、Amber L. Thompson、David R. Allan、Paul D. Beer

  DOI：10.1002/chem.200902659

  日期：2010.1.25

  The synthesis, structure and anion binding properties of the first calix[4]arene‐based [2]rotaxane anion host systems are described. Rotaxanes 9⋅Cl and 12⋅Cl, consisting of a calix[4]arene functionalised macrocycle wheel and different pyridinium axle components, are prepared via adaption of an anion templated synthetic strategy to investigate the effect of preorganisation of the interlocked host’s

  描述了第一个基于杯[4]芳烃的[2]轮烷烷阴离子宿主系统的合成，结构和阴离子结合性能。轮状烷烃9⋅Cl和12⋅Cl，由杯[4]芳烃官能化的大环车轮和不同的吡啶鎓车轴组件组成，是通过采用阴离子模板合成策略制备的，以研究互锁主体的结合腔对阴离子的预组织作用捆绑。轮烷12⋅Cl包含构象柔韧性的吡啶鎓车轴，而轮烷9⋅Cl包含更多预组织的吡啶鎓车轴组件。9⋅Cl和溶液相1的X射线晶体结构1 H NMR光谱证明轮烷结构中杯[4]芳烃大环和吡啶鎓轴组分的成功互锁。在除去氯阴离子模板，对所得到的轮烷阴离子结合研究9⋅ PF 6和12⋅ PF 6揭示了在主机上的阴离子结合腔结合preorganisation的重要性。越preorganised轮烷9⋅ PF 6是优越的阴离子主机系统。互锁的主体腔对1：1 CDCl 3 / CD 3 OD中的氯离子具有选择性，而对10％水性介质中的氯离子和溴化物则比碱性更强的氧阴离子具有选择性。轮烷12⋅
• Anion Recognition and Cation-Induced Molecular Motion in a Heteroditopic [2]Rotaxane
  作者：Alexandre V. Leontiev、Charlotte A. Jemmett、Paul D. Beer

  DOI：10.1002/chem.201002405

  日期：2011.1.17

  A heteroditopic [2]rotaxane consisting of a calix[4]diquinone–isophthalamide macrocycle and 3,5‐bis‐amide pyridinium axle components with the capability of switching between two positional isomers in response to barium cation recognition is synthesised. The anion binding properties of the rotaxane’s interlocked cavity together with Na+, K+, NH4+ and Ba2+ cation recognition capabilities are elucidated

  合成了由杯[4]二醌-间苯二甲酰胺大环化合物和3,5-双酰胺吡啶鎓车轴组分组成的异位[2]轮烷，它具有响应钡阳离子识别的两种位置异构体之间切换的能力。1 H NMR和紫外可见光谱滴定实验阐明了轮烷互锁腔的阴离子结合特性以及Na +，K +，NH 4 +和Ba 2+阳离子的识别能力。结合Ba 2+时，轴的带正电的吡啶鎓基团从轮烷的大环腔发生分子置换，而单价阳离子Na +，K+和NH 4 +的结合不会引起显着的共构改变。钡阳离子诱导的穿梭运动可通过添加硫酸四丁铵来逆转。
• [EN] PROCESS FOR PREPARING 2-EXO-(2-METHYLBENZYLOXY)-1-METHYL-4-ISOPROPYL-7-OXABICYCLO[2.2.1]HEPTANE<br/>[FR] PROCÉDÉ DE PRÉPARATION DE 2-EXO-(2-MÉTHYLBENZYLOXY)-1-MÉTHYL-4-ISOPROPYL-7-OXABICYCLO[2.2.1]HEPTANE
  申请人：BASF AGRO BV

  公开号：WO2018177907A1

  公开（公告）日：2018-10-04

  This invention relates to a process for preparing (±)-2-exo-(2-Methylbenzyloxy)-1-methyl-4-isopropyl-7-oxabicyclo[2.2.1]heptane of the formula (I) (I), any of its individual enantiomers or any non-racemic mixture thereof, comprising the step of reacting (±)-2-exo-hydroxy-1-methyl-4-isopropyl-7-oxabicyclo[2.2.1]heptane of the formula (II) (II), any of its individual enantiomers or any non-racemic mixture thereof with a 2-Methylbenzyl compound of the formula (III) (III), wherein X is a leaving group, in the presence of at least one base, at least one catalyst selected from rubidium salts, cesium salts and any combination thereof and at least one inert organic solvent S1.

  该发明涉及一种制备(±)-2-外消旋-(2-甲基苄氧基)-1-甲基-4-异丙基-7-氧杂双环[2.2.1]庚烷的过程，其化学式为(I)，任何其个别对映体或其非外消旋混合物，包括以下步骤：将(±)-2-外消旋-羟基-1-甲基-4-异丙基-7-氧杂双环[2.2.1]庚烷的化学式为(II)，任何其个别对映体或其非外消旋混合物与化学式(III)的2-甲基苄基化合物反应，其中X是一个脱离基，在至少一种碱、至少一种选择自铷盐、铯盐和二者任意组合的催化剂和至少一种惰性有机溶剂S1的存在下。
• Process for preparing 2-exo-(2-Methylbenzyloxy)-1-methyl-4-isopropyl-7-oxabicyclo[2.2.1]heptane
  申请人：BASF Agro B.V.

  公开号：US11384093B2

  公开（公告）日：2022-07-12

  This invention relates to a process for preparing (±)-2-exo-(2-Methylbenzyloxy)-1-methyl-4-iso-propyl-7-oxabicyclo[2.2.1]heptane of the formula (I) any of its individual enantiomers or any non-racemic mixture thereof, comprising the step of reacting (±)-2-exo-hydroxy-1-methyl-4-isopropyl-7-oxabicyclo[2.2.1]heptane of the formula (II) any of its individual enantiomers or any non-racemic mixture thereof with a 2-Methylbenzyl compound of the formula (III) wherein X is a leaving group, in the presence of at least one base, at least one catalyst selected from rubidium salts, cesium salts and any combination thereof and at least one inert organic solvent S1.

  本发明涉及一种制备(±)-2-外-(2-甲基苄氧基)-1-甲基-4-异丙基-7-氧杂双环[2.2.1]庚烷的工艺，其式为(I) 其任何单个对映体或其任何非外消旋混合物，包括以下步骤：使式（II）的(±)-2-外-羟基-1-甲基-4-异丙基-7-氧杂双环[2.2.1]庚烷发生反应 其任何单个对映体或其任何非外消旋混合物与式 (III) 的 2-甲基苄基化合物的混合物 其中 X 为离去基团，在至少一种碱、至少一种选自铷盐、铯盐及其任意组合的催化剂和至少一种惰性有机溶剂 S1 的存在下进行。
• PROCESS FOR PREPARING 2-EXO-(2-METHYLBENZYLOXY)-1-METHYL-4-ISOPROPYL-7-OXABICYCLO[2.2.1]HEPTANE
  申请人：BASF Agro B.V.

  公开号：EP3601295A1

  公开（公告）日：2020-02-05