2,7-bis((triisopropylsilyl)ethynyl)pyrene-4,5,9,10-tetraone | 1393525-54-6

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物
• 英文名称: 2,7-bis((triisopropylsilyl)ethynyl)pyrene-4,5,9,10-tetraone
• 英文别名: 2,7-Bis[2-tri(propan-2-yl)silylethynyl]pyrene-4,5,9,10-tetrone
• CAS: 1393525-54-6
• 化学式: C₃₈H₄₆O₄Si₂
• 分子量: 622.952
• InChiKey: SYHVLGJZHKDIOC-UHFFFAOYSA-N

物化性质

• 沸点：
  677.7±55.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.99
• 重原子数：
  44
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  68.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,7-bis((triisopropylsilyl)ethynyl)pyrene-4,5,9,10-tetraone 、 3,4,5,6-四氟苯-1,2-二胺 以 乙醇 、 溶剂黄146 为溶剂， 以68%的产率得到
  参考文献：
  名称：

  通用的2,7取代的Syn合成子，用于合成F型氮杂双氮杂环丁烷

  摘要：

  描述了一种新的合成路线，该路线用于制备一系列通用的2,7-取代的syn合成子，用于合成pyr-稠合的氮杂双炔。通过使用这样的合成子，已经合成和表征了具有不同电子结构并且在大多数情况下具有增强的溶解度的八种-融合的杜鹃花的文库。

  DOI：

  10.1021/ol301841h
• 作为产物：
  描述：

  (3bR,7aR,10bS,14aS)-2,9-bis((triisopropylsilyl)ethynyl)-5,6,12,13-tetrahydro-3b,7a:10b,14a-bis(epoxyethanooxy)pyreno[4,5-b:9,10-b']bis([1,4]dioxine) 在 三氟乙酸 作用下， 以 水 为溶剂， 以100%的产率得到2,7-bis((triisopropylsilyl)ethynyl)pyrene-4,5,9,10-tetraone
  参考文献：
  名称：

  Layered Thiadiazoloquinoxaline-Containing Long Pyrene-Fused N-Heteroacenes

  摘要：

  AbstractThree thiadiazoloquinoxaline‐containing long pyrene‐fused N‐heteroacenes with 8, 13, and 18 rings were designed and synthesized. They show high electron affinities (EAs) of approximately 4.1 eV, which were derived from the onset of the reduction peaks in cyclic voltammetry. Crystal structure analysis revealed in‐plane extension through close contacts between thiadiazole units as well as layered packing, enabling in‐plane and interlayer electron transport. Organic field‐effect transistor devices provided electron mobilities, which suggest a potential way to enhance the charge transport in long N‐heteroacenes.

  DOI：

  10.1002/anie.201803230

文献信息

• A large pyrene-fused N-heteroacene: fifteen aromatic six-membered rings annulated in one row
  作者：Zilong Wang、Peiyang Gu、Guangfeng Liu、Huiying Yao、Yishi Wu、Yongxin Li、Ganguly Rakesh、Jia Zhu、Hongbing Fu、Qichun Zhang

  DOI：10.1039/c7cc03898d

  日期：——

  Here, we present our recent progress on the synthesis, crystal structure, physical properties and DFT calculations of a novel large pyrene-fused N-heteroacene (15RINGS) with 15 aromatic six-membered rings linearly fused in one row. The long conjugated backbone (more than 35 Å) of 15RINGS possesses a dual-bending feature (the bending angle is about 13.2°).

  在这里，我们介绍了我们的最新进展，合成，晶体结构，物理性质和DFT计算的新型大large稠合的N-杂多并苯（15RINGS）具有15个芳香六元环线性稠合的行。15RINGS的长共轭主链（大于35Å）具有双重弯曲特征（弯曲角度约为13.2°）。
• Twisted pyrene-fused azaacenes
  作者：Sandeep More、Sunil Choudhary、Alexander Higelin、Ingo Krossing、Manuel Melle-Franco、Aurelio Mateo-Alonso

  DOI：10.1039/c3cc48742c

  日期：——

  An approach for introducing twists in pyrene-fused azaacenes is reported. Depending on the volume and the rigidity of the silyl groups, different-sized twist angles, which oscillate between 4 degrees and 24 degrees , are induced along the longitudinal conjugated backbone.

  报道了一种在-稠合的氮杂双胺中引入扭曲的方法。取决于甲硅烷基的体积和刚性，沿着纵向共轭主链诱发在4度和24度之间振荡的不同尺寸的扭转角。
• Dimeric Cycloparaphenylenes with a Rigid Aromatic Linker
  作者：Ke Li、Zhanqiang Xu、Han Deng、Zhennan Zhou、Yanfeng Dang、Zhe Sun

  DOI：10.1002/anie.202016995

  日期：2021.3.29

  Dimeric cycloparaphenylene (CPP) architectures with well‐defined flipping motion are constructed taking advantage of an efficient cyclocondensation reaction. Variable‐temperature nuclear magnetic resonance (VT‐NMR) analyses and theoretical calculations indicate rapid interconversion of cis and trans conformers at room temperature, while energetically favorable trans conformer exists at low temperature

  利用有效的环缩合反应，可以构建具有清晰翻转运动的二聚环对亚苯基（CPP）结构。可变温度核磁共振（VT-NMR）分析和理论计算表明，室温下顺式和反式构象异构体快速相互转化，而低温下存在能量上有利的反式构象异构体，其中隐藏了亚稳态的顺式构象异构体。三己基甲硅烷基乙炔基取代的二聚体在616 nm的溶液中显示出明亮的发射，量子产率高达80％，代表了超过600 nm的最亮的基于CPP的发射体。建立了二聚体和C 60的1：2主体-客体复合物，且具有负合作性，这证明了CPP衍生物中1：2复合物的第一个例子。
• Synthesis, Full Characterization, and Field Effect Transistor Behavior of a Stable Pyrene-Fused <i>N</i>-Heteroacene with Twelve Linearly Annulated Six-Membered Rings
  作者：Pei-Yang Gu、Zongrui Wang、Guangfeng Liu、Huiying Yao、Zilong Wang、Yang Li、Jia Zhu、Shuzhou Li、Qichun Zhang

  DOI：10.1021/acs.chemmater.7b01318

  日期：2017.5.23
• Low-LUMO Pyrene-Fused Azaacenes
  作者：Sandeep More、Rajesh Bhosale、Aurelio Mateo-Alonso

  DOI：10.1002/chem.201304461

  日期：2014.8.18

  AbstractA series of pyrene‐fused azaacenes with four and six linearly fused rings that possess LUMO levels between −3.7 and −4.3 eV is reported. These LUMO values are remarkably lower than those typically observed for pyrene‐fused azaacenes, even for systems with sixteen linearly fused rings, and are comparable to those observed for state‐of‐the‐art n‐azaacenes.