4-[bis[4-(tert-butyl)phenyl][4-(isopropyl)phenyl]methyl]phenol | 177609-50-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 4-[bis[4-(tert-butyl)phenyl][4-(isopropyl)phenyl]methyl]phenol
• 英文别名: 4-[4-isopropylphenyl bis(4-tert-butylphenyl)methyl]phenol；4-[4-isopropylphenylbis-(4-tert-butylphenyl)methyl]phenol；4-[4-isopropylphenylbis(4-tert-butylphenyl)methyl]phenol；4-[Bis[4-(t-butyl)phenyl][4-(isopropyl)phenyl]methyl]phenol；4-[bis(4-tert-butylphenyl)-(4-propan-2-ylphenyl)methyl]phenol
• CAS: 177609-50-6
• 化学式: C₃₆H₄₂O
• 分子量: 490.729
• InChiKey: VMTZIKLKFSQYEN-UHFFFAOYSA-N

物化性质

• 沸点：
  584.0±19.0 °C(Predicted)
• 密度：
  1.027±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.3
• 重原子数：
  37
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  4-[bis[4-(tert-butyl)phenyl][4-(isopropyl)phenyl]methyl]phenol 在 4-二甲氨基吡啶 、 sodium azide 、 18-冠醚-6 、 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 30.0h， 生成 1-[2-(2-Azido-ethoxy)-ethoxy]-5-[2-(2-{4-[bis-(4-tert-butyl-phenyl)-(4-isopropyl-phenyl)-methyl]-phenoxy}-ethoxy)-ethoxy]-naphthalene
  参考文献：
  名称：

  使用点击化学有效模板合成供体-受体轮烷

  摘要：

  有机叠氮化物和末端炔烃之间的 Cu 催化的 Huisgen 1,3-偶极环加成（“点击化学”）的温和反应条件、显着的官能团相容性和完全的区域选择性导致了一种先穿后塞的方法合成包含环双（百草枯-对亚苯基）（CBPQT4+）作为π-受体环组分的供体-受体轮烷。轮烷的形成是通过使含有 pi 供体 1,5-二氧萘 (DNP) 识别单元的叠氮化物官能化假轮烷与适当的炔官能化终止剂反应而引发的。在这种有效的、动力学控制的组装后共价修饰中获得的高产率以及合成方案的出色收敛性通过 [2]-、[3]-、

  DOI：

  10.1021/ja063127i
• 作为产物：
  描述：

  4-异丙基苯甲酸甲酯 在 magnesium 、 乙酰氯 作用下， 以 苯 为溶剂， 反应 1.5h， 生成 4-[bis[4-(tert-butyl)phenyl][4-(isopropyl)phenyl]methyl]phenol
  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

• Degenerate [2]rotaxanes with electrostatic barriers
  作者：Hao Li、Yan-Li Zhao、Albert C. Fahrenbach、Soo-Young Kim、Walter F. Paxton、J. Fraser Stoddart

  DOI：10.1039/c0ob00937g

  日期：——

  and the CBPQT4+ ring in the [2]rotaxanes. Thus, the CBPQT4+ rings in the degenerate [2]rotaxanes exhibit slow shuttling between two DNP recognition sites on the 1H NMR time-scale on account of the electrostatic barrier posed by the bispyridinium units, as demonstrated by variable-temperature 1H NMR spectroscopy. Electrochemical experiments carried out on the [2]rotaxanes 1·6PF6 and 2·6PF6 indicate that

  一种合成方法，用于制备[2]轮烷（1–5 ·6PF 6），在其哑铃成分的杆部分中掺入双吡啶鎓衍生物和两个1,5-二氧萘（DNP）单元，并由一个环双环包围（已经开发出了百草枯-对苯撑四阳离子（CBPQT 4+）环。由于在[2]轮烷1–5 ·6PF 6的哑铃成分中引入了π电子缺陷型双吡啶鎓单元，因此在这些指示性单元和CBPQT 4+环之间存在库仑电荷排斥[2]。轮烷。因此，CBPQT 4+简并[1]轮烷的双环在1 H NMR时标上显示出两个DNP识别位点之间的缓慢穿梭，这是由于双吡啶鎓单元所形成的静电势垒，如可变温度1 H NMR光谱所证明的。对[2]轮烷1 ·6PF 6和2 ·6PF 6进行的电化学实验表明，[2]轮烷的哑铃组分中的单电子还原联吡啶鎓阳离子是双电子的另外一个识别位点还原的CBPQT 2（ ˙ +）双自由基阳离子环。在适当条件下，简并轮烷中的环成分1 ·6PF 6和2 ·6PF
• Controllable Donor-Acceptor Neutral [2]Rotaxanes
  作者：Takahiro Iijima、Scott A. Vignon、Hsian-Rong Tseng、Thibaut Jarrosson、Jeremy K. M. Sanders、Filippo Marchioni、Margherita Venturi、Emanuela Apostoli、Vincenzo Balzani、J. Fraser Stoddart

  DOI：10.1002/chem.200400651

  日期：2004.12.17

  te diimide (NpI) units separated from each other along the rod section of the rotaxane's dumbbell component, and from the para positions of the fourth aryl group of the two stoppers by pentamethylene chains, a modular approach was employed in the synthesis of the dumbbell-shaped compound NpPmD, as well as of its two degenerate counterparts, one (PmPmD) which contains two PmI units and the other (NpNpD)

  一个（PmPmD）包含两个PmI单元，另一个（NpNpD）包含两个NpI单元。双稳态[2]轮烷NpPmR及其两个简并的类似物PmPmR和NpNpR，是通过滑动从相应的哑铃状化合物NpPmD，PmPmD和NpNpD和1 / 5DNP38C10中获得的。CD2Cl2中的动态1H NMR光谱显示NpNpR和PmPmR中发生1 / 5DNP38C10环穿梭，其277 K的激活势垒分别为14.0和10.9 kcal mol（-1），反映了更明显的供体-受体稳定相互作用涉及NpI单元而不是PmI单元。还已经在CH2Cl2中研究了三种中性[2]轮烷及其哑铃状前体的光物理和电化学性质。1 / 5DNP38C10与[2]轮烷的哑铃成分杆部分内的PmI和NpI单元之间的相互作用会导致电荷转移带的出现，其能量与两者的电子接受特性相关二酰亚胺部分。三种[2]轮烷中可见吸收带位置的比较表明，在NpPmR中，主要的翻译异构体是1
• Switchable Neutral Bistable Rotaxanes
  作者：Scott A. Vignon、Thibaut Jarrosson、Takahiro Iijima、Hsian-Rong Tseng、Jeremy K. M. Sanders、J. Fraser Stoddart

  DOI：10.1021/ja048080k

  日期：2004.8.1

  Two switchable neutral bistable [2]rotaxanes have been synthesized, and their chemically induced mechanical switching has been studied in solution by 1H NMR spectroscopy. One of the rotaxanes was prepared by a thermodynamically controlled slippage mechanism, while the other rotaxane was obtained by a dynamic covalent chemistry protocol involving the assembly of its dumbbell component by olefin metathesis. The recognition sites present in the rod section of the dumbbell component, namely, naphthodiimide (NpI) and pyromellitic diimide (PmI) residues, were chosen in the knowledge that the ring component, 1,5-dinaphtho[38]crown-10 (1/5DNP38C10), will bind preferentially to the NpI site. However, upon introduction of Li+ ions into the solution, a 1:2 complex is formed between the PmI site, encircled by the 1/5DNP38C10 ring and two Li+ ions. Since this complex is more stable overall than the binding between the 1/5DNP38C10 ring and the NpI site, the ring component moves from the NpI site to the PmI one. This mechanical movement can be reversed by adding an excess of [12]crown-4 to the solution to act as a sequestering agent for the Li+ ions.
• Solid-state structures and superstructures of two charged donor–acceptor rotaxanes
  作者：Yan-Li Zhao、Alexander K. Shveyd、J. Fraser Stoddart

  DOI：10.1016/j.tetlet.2010.09.140

  日期：2011.4

  Two [2]rotaxanes and a [2]pseudorotaxane containing 1,5-dioxynaphthalene recognition sites located in the middle of their dumbbell and thread components, respectively, and encircled by single cyclobis(paraquat-p-phenylene) rings have been synthesized under template control and their solid-state (super)structures have been solved. The investigations revealed that the stoppers on the dumbbell components, the solvents, and the counterions can affect the conformations adopted by the [2]rotaxanes and [2]pseudorotaxane in the solid state. (C) 2010 Elsevier Ltd. All rights reserved.
• Self-Assembly, Spectroscopic, and Electrochemical Properties of [<i>n</i>]Rotaxanes¹
  作者：Peter R. Ashton、Roberto Ballardini、Vincenzo Balzani、Martin Bělohradský、Maria Teresa Gandolfi、Douglas Philp、Luca Prodi、Françisco M. Raymo、Mark V. Reddington、Neil Spencer、J. Fraser Stoddart、Margherita Venturi、David J. Williams

  DOI：10.1021/ja954334d

  日期：1996.1.1

  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.