6,6'-dioctyl-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl | 1255501-69-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6,6'-dioctyl-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl
• CAS: 1255501-69-9；1433219-62-5；790660-11-6
• 化学式: C₄₀H₅₄O₄
• 分子量: 598.866
• InChiKey: PMNLYWKUHYYHLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.43
• 重原子数：
  44.0
• 可旋转键数：
  21.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  36.92
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  6,6'-dioctyl-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl 在 正丁基锂 、 硼酸三甲酯 、 双氧水 作用下， 以 四氢呋喃 、 正己烷 、 水 为溶剂， 反应 19.5h， 生成
  参考文献：
  名称：

  Oligonaphthofurans: Fan-Shaped and Three-Dimensional π-Compounds

  摘要：

  Using a bottom-up method, we prepared a series of oligonaphthofurans composed of alternating naphthalene rings and furan rings. The largest compound (compound 25) contained 8 naphthalene units and 7 furan units. DFT calculations revealed that these compounds were fan-shaped molecules and each naphthalene ring was oriented in an alternate mountain-valley fold conformation because of steric repulsion by the hydrogens at the pen-positions. We investigated the optical properties that derived from their fan-shaped and mountain-valley sequences. As the number of aromatic rings of the oligonaphthofurans increased, the peaks of the longest wavelength absorptions in the UV-vis spectra (HOMO-LUMO energy gap) of these compounds steadily red-shifted, although the shapes of spectra were not sustained because of the decreasing molar absorption coefficients (epsilon's) of their lambda(max). We compared our results with those reported for other types of oligoaromatic compounds such as acenes 1, ethene-bridged p-phenylenes 2, rylenes 3, oligofurans 4, and oligonaphthalenes 5. The slopes of the plots between the transition energies (HOMO-LUMO energy gap) of the oligoaromatic compounds and the reciprocal of the number of aromatic rings indicated that the efficiency of pi conjugation of the oligonaphthofurans was comparable with that of linear and rigid acenes and rylenes. The higher-order compounds 22 and 25 aggregated even under high dilution conditions (similar to 10(-6) M).

  DOI：

  10.1021/ja502209w
• 作为产物：
  描述：

  S-1,1'-联-2-萘酚 在 溴 、 碘 、 sodium hydride 、 magnesium 作用下， 以 四氢呋喃 、 二氯甲烷 、 mineral oil 为溶剂， 反应 11.0h， 生成 6,6'-dioctyl-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl
  参考文献：
  名称：

  官能化的邻苯二氧杂并蒽蒽的合成，性质和结构

  摘要：

  已经使用有效的合成途径合成了三种类型的烷基化的环-黄嘌呤并蒽（PXX）。这些杂芳族化合物根据紫外可见光谱，电化学测量和X射线结构分析显示出不同的电子和晶体结构。其中，已证明1,7-DOPXX作为有机场效应晶体管的活性材料，具有很好的迁移率和高的开/关比。

  DOI：

  10.1021/ol400790d

文献信息

• Enantioselective Hydroamination of Alkenes with Sulfonamides Enabled by Proton-Coupled Electron Transfer
  作者：Casey B. Roos、Joachim Demaerel、David E. Graff、Robert R. Knowles

  DOI：10.1021/jacs.0c01332

  日期：2020.4.1

  proceed via N-centered radicals formed by proton-coupled electron transfer (PCET) activation of sulfonamide N-H bonds. Non-covalent interactions between the neutral sulfonamidyl radical and a chiral phosphoric acid generated in the PCET event are hypothesized to serve as the basis for asymmetric induction in a subsequent C-N bond forming step, achieving selectivities of up to 98:2 er. These results offer

  报道了一种对映选择性、基于自由基的方法，用于烯烃与磺酰胺的分子内加氢胺化。建议这些反应通过磺酰胺 NH 键的质子耦合电子转移 (PCET) 活化形成的 N 中心自由基进行。中性磺酰胺自由基与 PCET 事件中产生的手性磷酸之间的非共价相互作用被假设为后续 CN 键形成步骤中不对称诱导的基础，实现高达 98:2 er 的选择性。这些结果进一步支持了非共价相互作用在瞬态和高反应性开壳中间体的反应中增强立体选择性的能力。
• Asymmetric Cross-Dehydrogenative Coupling Enabled by the Design and Application of Chiral Triazole-Containing Phosphoric Acids
  作者：Andrew J. Neel、Jörg P. Hehn、Pascal F. Tripet、F. Dean Toste

  DOI：10.1021/ja407410b

  日期：2013.9.25

  describes the development of an enantioselective C-N bond-forming reaction to produce 1,2,3,4-tetrahydroisoquinoline-derived cyclic aminals catalyzed by chiral phosphate anions. Central to the success of this goal was the design of a library of 3,3'-triazolyl BINOL-derived phosphoric acids capable of forming attractive hydrogen-bonding interactions with the peptide-like substrate. We envision this work will

  本报告描述了对映选择性 CN 键形成反应的发展，以产生由手性磷酸根阴离子催化的 1,2,3,4-四氢异喹啉衍生的环胺。这一目标成功的核心是设计了一个 3,3'-三唑基 BINOL 衍生的磷酸库，能够与肽样底物形成有吸引力的氢键相互作用。我们设想这项工作将提供一种替代传统策略的方法，即增加催化剂空间体积以提高 BINOL 衍生磷酸的对映选择性。
• Assembly Modulation by Adjusting Countercharges of Heterobimetallic Supramolecular Polymers Composed of Tris(spiroborate) Twin Bowls
  作者：Hiroshi Danjo、Kadzuya Hirata、Masanori Noda、Susumu Uchiyama、Kiichi Fukui、Masatoshi Kawahata、Isao Azumaya、Kentaro Yamaguchi、Toshifumi Miyazawa

  DOI：10.1021/ja1084964

  日期：2010.11.10

  Heterobimetallic supramolecular polymers were prepared by treatment of the supramolecular polymers composed of tris(spiroborate) type molecular connecting modules with a potassium cation. On the other hand, the addition of a barium cation led to dissociation of the supramolecular polymer chain. Modulation of polymer formation was realized by the use of small metal cations as a control factor.

  通过用钾阳离子处理由三（螺硼酸盐）型分子连接模块组成的超分子聚合物制备异双金属超分子聚合物。另一方面，钡阳离子的加入导致超分子聚合物链的解离。聚合物形成的调节是通过使用小金属阳离子作为控制因素来实现的。
• Synthesis, spectroscopy, effective chiral information transfer and semiconducting property of optically active porphyrin derivative bearing four chiral binaphthyl moieties
  作者：Jitao Lu、Qingguo Meng、Hongyan Zhang、Huiqin Wang、Zhuang Ma、Likun Sun

  DOI：10.1016/j.ica.2014.08.028

  日期：2014.11

  from the optically active binaphthyl moieties to the porphyrin chromophore at the molecular level. In particular, obvious bisignate Cotton effect is observed in the CD spectrum of the LB film of ( S )- 1 , revealing the right-handed chirality formed in the LB film. In addition, current–voltage ( I – V ) measurement result indicates good semiconductor feature of the LB film formed from ( S )- 1 with conductivity

  带有四个手性联萘单元的旋光性无金属卟啉的（S）-对映异构体，即（S）-meso-5,10,15,20-tetra-[（11,12：13,14-di（6'设计，合成和表征了-辛基-1'，2'-萘）-4,7,10,15,18,21-六氧杂环-苯基]-卟啉（1）。 ）的（S）-1在氯仿溶液和LB膜中的光谱进行了表征，表明在分子水平上有效的手性信息从旋光联萘基转移到卟啉生色团。 （S）-1的LB膜的CD光谱，揭示了在LB膜中形成的右手性。 电流-电压（IV）测量结果表明，由（S）-1形成的LB膜具有良好的半导体特性，其电导率为1.22×10-5 S m-1。
• Synthesis and Hollow‐Sphere Nanostructures of Optically Active Metal‐Free Phthalocyanine
  作者：Wei Lv、Xiaomei Zhang、Jitao Lu、Yuexing Zhang、Xiyou Li、Jianzhuang Jiang

  DOI：10.1002/ejic.200800546

  日期：2008.9

  reveals the stacked phthalocyanine molecules with a face-to-face configuration in the nanoscale hollow spheres formed with the help of CTAB surfactant. The formation of H-aggregates in the nanoscale hollow spheres is further confirmed by electronic absorption spectroscopic result. This work, representing the first example of controllable organic nanostructures with a hollow sphere morphology fabricated

  设计并制备了光学活性的无金属酞菁 (1)，其装饰有四个通过联萘单元连接到酞菁环的辛基链。除了元素分析外，该化合物还通过多种光谱方法进行了表征。通过采用溶液注射方法，(R) 和 (S) 对映异构体都自组装成纳米颗粒。令人惊讶的是，通过添加少量十六烷基三甲基溴化铵（CTAB），形成了具有空心球形态的纳米结构。通过透射电子显微镜和扫描电子显微镜确定空心球形结构。X 射线光电子能谱与 FTIR 光谱一起表明由无金属酞菁分子形成的超分子结构。低角度 X 射线衍射揭示了在 CTAB 表面活性剂的帮助下形成的纳米级空心球中具有面对面构型的堆叠酞菁分子。电子吸收光谱结果进一步证实了纳米级空心球中 H 聚集体的形成。这项工作代表了由酞菁制成的具有空心球形态的可控有机纳米结构的第一个例子，为制备酞菁中空纳米球提供了一种有效的方法。（© Wiley-VCH Verlag GmbH & Co. KGaA, 69451