1,4-bis(trimethylsilylethynyl)-2,5-bis(4'-tert-butylphenyl)benzene | 608534-47-0

• 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: 1,4-bis(trimethylsilylethynyl)-2,5-bis(4'-tert-butylphenyl)benzene
• 英文别名: 1,4-di(4'-tert-butylphenyl)-2,5-di(trimethylsilylethynyl)benzene；((4,4''-di-tert-butyl-[1,1':4',1''-terphenyl]-2',5'-diyl)bis(ethyne-2,1-diyl))bis(trimethylsilane)；((4,4"-di-tert-butyl-[1,1':4',1"-terphenyl]-2',5'-diyl)bis(ethyne-2,1-diyl))bis(trimethylsilane)
• CAS: 608534-47-0
• 化学式: C₃₆H₄₆Si₂
• 分子量: 534.932
• InChiKey: OSMIITIHTPJKNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.07
• 重原子数：
  38.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  1,4-bis(trimethylsilylethynyl)-2,5-bis(4'-tert-butylphenyl)benzene 在 甲醇 、 sodium periodate 、 rhodium(III) chloride hydrate 、 potassium carbonate 、 platinum(II) chloride 作用下， 以 四氢呋喃 、 正己烷 、 氯仿 、 水 、 甲苯 、 乙腈 为溶剂， 反应 4.0h， 生成 3,10-di-tert-butyldibenzo[a,h]anthracene-5,6,12,13-tetraone
  参考文献：
  名称：

  用于合成硝化多环芳烃的二苯并蒽醌化合物。

  摘要：

  报道了合成两个二苯并[ a，h ]蒽-5,6,12,13-二醌构件的直接方法。为了展示其有用性，已合成了一系列的二苯并[ a，h ]蒽氮化衍生物，它们显示出不同的光电，氧化还原和电荷传输性质，说明了它们作为有机半导体的潜力。

  DOI：

  10.1021/acs.orglett.0c01536
• 作为产物：
  描述：

  4-叔丁基苯硼酸 在 哌啶 、 copper(l) iodide 、 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 甲苯 为溶剂， 反应 18.0h， 生成 1,4-bis(trimethylsilylethynyl)-2,5-bis(4'-tert-butylphenyl)benzene
  参考文献：
  名称：

  From Branched Polyphenylenes to Graphite Ribbons

  摘要：

  This article presents the synthesis of graphitic nanoribbons (similar to1 nm wide), containing extended conjugated all-benzenoid segments. These were obtained by intramolecular oxidative cyclode-hydrogenation of soluble branched polyphenylenes 6, which were prepared by repetitive Diels-Alder cycloaddition of 1,4-bis(2,4,5-triphenylcyclopentadienone-3-yl)benzene (1) and diethynylterphenyl (5) in good yield. While insolubility of the obtained graphite ribbons 7 precluded standard spectroscopic structure elucidation, the electronic and vibrational properties were probed by solid-state UV-vis, Raman, and infrared spectroscopy. A wide and unstructured absorption band covering the visible range of the electronic spectrum (lambda(max) similar to 800 nm) is observed, confirming the highly extended conjugated framework. The structure proof of the ribbon-type polymer is supported by the inclusion of appropriate model compounds. The profile of the visible Raman spectrum of the material is similar to that of a discrete polycyclic aromatic hydrocarbon (PAH) C(222)H(42), characterized by two strong bands (at 1603 and 1322 cm(-1)), corresponding to the G and D bands of graphite. The obtained graphite ribbons are not linear but rather contain "kinks" due to the structural design of the polyphenylene precursor. High-resolution transmission electron microscopy (HRTEM) images of the graphite ribbons 7 disclose two different domains: one is an ordered graphite layer structure with a layer distance of ca. 3.8 Angstrom, and one is disordered due to the existence of "kinks" in the obtained polymers and/or random stacking of graphite ribbons. Attempts to make linear analogues are so far unsuccessful, emphasizing the critical importance of the geometry of the polyphenylene scaffold to successful oxidative cyclodehydrogenation.

  DOI：

  10.1021/ma0257752

文献信息

• Correction to “Dibenzoanthradiquinone Building Blocks for the Synthesis of Nitrogenated Polycyclic Aromatic Hydrocarbons”
  作者：Jose I. Martínez、Juan P. Mora-Fuentes、Marco Carini、Akinori Saeki、Manuel Melle-Franco、Aurelio Mateo-Alonso

  DOI：10.1021/acs.orglett.1c01429

  日期：2021.6.4

  The authors of this letter have noticed a mistake in the synthetic methods for intermediates 9a and 9b described in the Supporting Information. The solvent used, the amount of base, and the amount of catalyst are now reported correctly. In addition, the names for compounds 9a, 10a, and 1a in the Supporting Information were incorrect. They have been renamed accordingly. No changes in analysis or conclusions

  这封信的作者注意到支持信息中描述的中间体9a和9b的合成方法中存在错误。使用的溶剂、碱的量和催化剂的量现在已正确报告。此外，支持信息中化合物9a、10a和1a的名称不正确。它们已相应地重命名。此更正不会导致分析或结论发生变化。作者为这个转录错误道歉。支持信息可在 https://pubs.acs.org/doi/10.1021/acs.orglett.1c01429 免费获得。 更正的支持信息文件 (PDF)更正的支持信息文件 (PDF) 大多数电子支持信息文件无需订阅 ACS 网络版本即可获得。此类文件可以按文章下载用于研究用途（如果相关文章有公共使用许可，则该许可可能允许其他用途）。可以通过 RightsLink 许可系统的请求从 ACS 获得许可用于其他用途：http://pubs.acs.org/page/copyright/permissions.html。这篇文章还没有被其他出版物引用。支持信息可在