2,7-二溴-N-Boc咔唑 | 957753-85-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2,7-二溴-N-Boc咔唑
• 英文名称: N-(tert-butoxycarbonyl)-2,7-dibromocarbazole
• 英文别名: 2,7-Dibromo-carbazole-9-carboxylic acid tert-butyl ester；tert-butyl 2,7-dibromo-9H-carbazole-9-carboxylate；tert-butyl 2,7-dibromocarbazole-9-carboxylate
• CAS: 957753-85-4
• 化学式: C₁₇H₁₅Br₂NO₂
• 分子量: 425.12
• InChiKey: JLZHMDQUYOIBSN-UHFFFAOYSA-N

物化性质

• 沸点：
  489.1±48.0 °C(Predicted)
• 密度：
  1.61±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  31.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,7-二溴-N-Boc咔唑 在 四(三苯基膦)钯 、 potassium carbonate 、 三氟乙酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 26.0h， 生成 2,7-bis(4-(methylthio)phenyl)carbazole
  参考文献：
  名称：

  单分子结中的 Fano 共振

  摘要：

  这项工作首次直接观察到在室温下使用 EC-STM-BJ 技术在氮原子上注入电荷，从而直接观察到单分子结中的 Fano 共振效应，这提供了一种在单分子结中操纵电子隧穿的简便方法。分子结，并为基于干涉的分子电子器件的设计开辟了一条新途径。

  DOI：

  10.1002/anie.202210097
• 作为产物：
  描述：

  4,4'-二溴-2,2'-二硝基联苯 在 sodium hydroxide 、 苄基三乙基氯化铵 、 tin(ll) chloride 作用下， 以 乙醇 、 磷酸 、 甲苯 为溶剂， 反应 32.0h， 生成 2,7-二溴-N-Boc咔唑
  参考文献：
  名称：

  Anti-Pneumocystis carinii pneumonia activity of dicationic carbazoles

  摘要：

  A series of 2,7- and 3,6-bis cationic carbazoles was synthesized and evaluated for activity against a rat model of Pneumocystis carinii pneumonia (PCP). The compounds were also tested for inhibition of topoisomerase II and binding to DNA. Several of the compounds proved to be more potent and less toxic than a standard anti-PCP drug (pentamidine). While no quantitative correlation was seen between anti-PCP activity, topoisomerase inhibition and DNA binding, a minimal level of DNA binding was found to be necessary for antimicrobial activity.

  DOI：

  10.1016/s0223-5234(99)80064-6

文献信息

• Synthesis of Functionalized Oligophenylenes and Oligoarylenes Bearing Heteroaryl Groups
  作者：Arne Lützen、Ivonne Wallmann、Gregor Schnakenburg

  DOI：10.1055/s-0028-1083260

  日期：2009.1

  Oligo-p-phenylenes have proven to be versatile building blocks for the generation of self-assembled nanoaggregates via vapour deposition on solid supports whose optical properties and morphologies can be influenced by the introduction of functional groups. These aggregates show strong polarized luminescence and they have been demonstrated to have wave-guiding, lasing and even non-linear optical properties (e.g., frequency doubling) when the molecular building blocks are suitably functionalized. Thus, there is a demand for the synthesis of further functionalised p-phenylenes because similar properties can be expected from derivatives incorporating heteroaryl groups in the oligoarylene scaffold such as thiophenes, pyridines or carbazole units. The synthesis of such derivatives using a reliable Suzuki cross-coupling strategy is presented here.

  寡聚对苯基已被证明是通过在固体载体上进行蒸汽沉积生成自组装纳米聚集体的多功能构建模块，其光学性质和形态可以通过引入功能团来影响。这些聚集体显示出强烈的偏振光发光，并且已经证明，当分子建筑块经过适当功能化时，具有波导、激光和甚至非线性光学性质（如频率倍增）。因此，对进一步合成功能化对苯基的需求日益增加，因为可以预期，结合异芳基团的衍生物在寡聚芳烃骨架中，如噻吩、吡啶或咔唑单元，也会展现出类似的特性。这里展示了一种使用可靠的铃木交叉耦合策略合成此类衍生物的方法。
• 一类基于联苯芳烃的大环和笼状分子及衍生化合物及其合成方法与应用
  申请人：天津师范大学

  公开号：CN110642684B

  公开（公告）日：2022-07-26

  本发明公开了一类基于联苯芳烃的大环和笼状分子及衍生化合物及其合成方法与应用。它主要是将双‑(2,4‑二烷氧基苯基)芳烃（萘、蒽、芘、卟啉等）或三‑(2,4‑二烷氧基苯基)芳烃（苯，均三苯并苯）与多聚甲醛在路易斯酸的催化下，高产率得到一系列新大环。此外，脱去甲基可以得到全羟基联苯芳烃（四联苯三聚，萘二聚等），进一步修饰可得多种水溶性衍生物，表现出对客体分子（紫精等）良好的键合能力。而且骨架中引入的功能性基团使得联苯芳烃具有优良的吸附分离能力以及光物理性质。本发明的优点是：联苯芳烃的原料可商业购得，合成简便，产率高，修饰方便，使其在气体吸附与分离，发光材料性能提升以及水溶性有毒物的吸附等方面具有广阔的应用前景。
• Highly porous conjugated polymers for selective oxidation of organic sulfides under visible light
  作者：Zi Jun Wang、Saman Ghasimi、Katharina Landfester、Kai A. I. Zhang

  DOI：10.1039/c4cc02861a

  日期：——

  High surface area porous conjugated polymers were synthesized via the high internal phase emulsion polymerization technique and micropore engineering as efficient heterogeneous photocatalysts for highly selective oxidation of organic sulfides to sulfoxides under visible light.

  通过高内相乳液聚合技术和微孔工程合成高比表面多孔共轭聚合物，作为高选择性氧化有机硫化物到亚砜的高效异质光催化剂，可在可见光下进行。
• Self-Assembly of T-Shaped Aromatic Amphiphiles into Stimulus-Responsive Nanofibers
  作者：Kyung-Soo Moon、Ho-Joong Kim、Eunji Lee、Myongsoo Lee

  DOI：10.1002/anie.200702136

  日期：2007.9.10
• Efficient Copper‐Free Sonogashira Coupling in Water and under Ambient Atmosphere
  作者：Erika Ghiglietti、Elena Aurora Incarbone、Sara Mattiello、Luca Beverina

  DOI：10.1002/ejoc.202400223

  日期：2024.6.3

  Sonogashira coupling is one of the cornerstone Palladium mediated cross coupling reactions, giving a direct and high yield access to symmetric and non‐symmetric alkynes with high tolerance of substituents. The method generally requires the use of CuI as a cocatalyst, an inert atmosphere to protect palladium catalyst, somewhat harsh conditions like prolonged heating and the use of organic solvents due to the hydrophobicity of reagents and products. Leveraging on the opportunities offered by micellar catalysis, we here present a general methodology to perform Sonogashira coupling in water, with moderate or no heating, under air, without copper co‐catalysts and at very low catalyst loading. The method offers the same generality and scope of organic solvents based couplings, but strongly improves sustainability while offering excellent yields.