N-mesitylnaphthalen-2-amine | 473699-57-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-mesitylnaphthalen-2-amine
• 英文别名: N-(2,4,6-trimethylphenyl)naphthalen-2-amine
• CAS: 473699-57-9
• 化学式: C₁₉H₁₉N
• 分子量: 261.367
• InChiKey: DKOMIPMSBNITFJ-UHFFFAOYSA-N

物化性质

• 熔点：
  82 °C
• 沸点：
  418.2±14.0 °C(Predicted)
• 密度：
  1.096±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-mesitylnaphthalen-2-amine 在 三(五氟苯基)硼烷 、 氢气 作用下， 以 甲苯 为溶剂， 60.0 ℃ 、2.0 MPa 条件下， 反应 6.0h， 生成 N-(2,4,6-trimethylphenyl)-1,2,3,4-tetrahydronaphthalen-2-amine
  参考文献：
  名称：

  B（C 6 F 5）3催化的萘胺的无金属氢化†

  摘要：

  使用B（C 6 F 5）3作为催化剂的萘胺的无催化金属氢化首次在温和条件下成功实现，以88-99％的产率提供了各种四氢萘胺。

  DOI：

  10.1039/c5ob00009b
• 作为产物：
  描述：

  对甲基苯磺酸-2-萘酯 、 2,4,6-三甲基苯胺 在 [(IPr)Ni(styrene)₂] 、 lithium tert-butoxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 10.0h， 以94%的产率得到N-mesitylnaphthalen-2-amine
  参考文献：
  名称：

  Synthesis, Structural Characterization, and Catalytic Activity of IPrNi(styrene)₂in the Amination of Aryl Tosylates

  摘要：

  A novel bis-styrene IPrNi0 derivative has been synthesized from the reaction of Ni(COD)(2) and free 1,3-bis(2,6-diisopropylphenyl)imidazolidene (IPr) ligand in the presence of styrene. The complex has been characterized by spectroscopic data as well as by X-ray crystallography. Its catalytic performance in the amination reaction of aryl tosylates is also reported. The catalytic reactions proceed in a very selective manner, affording moderate to high yields of cross-coupling products in short reaction times at 110 degrees C.

  DOI：

  10.1021/om300566m

文献信息

• Palladium- and Nickel-Catalyzed Aminations of Aryl Imidazolylsulfonates and Sulfamates
  作者：Lutz Ackermann、René Sandmann、Weifeng Song

  DOI：10.1021/ol200267b

  日期：2011.4.1

  A nickel complex derived from dppf, along with NaOt-Bu as the base, allowed for challenging aminations of aryl sulfamates. An improved functional group tolerance is observed in novel palladium-catalyzed aminations of imidazolylsulfonates with rac-BINAP as the ligand.

  衍生自dppf的镍络合物以及NaO t -Bu作为碱，可实现富挑战性的氨基磺酸氨基酯的胺化反应。以rac -BINAP为配体的新型钯催化的咪唑基磺酸盐胺化反应观察到官能团耐受性提高。
• Non-innocent electrophiles unlock exogenous base-free coupling reactions
  作者：Georgios Toupalas、Bill Morandi

  DOI：10.1038/s41929-022-00770-x

  日期：——

  metal-catalysed reactions rely on stoichiometric quantities of an exogenous base to enable catalytic turnover. Despite playing a fundamental role, the base poses major challenges, such as restricting the accessible chemical space or causing heterogeneous reaction mixtures. Here we introduce a unifying strategy that eliminates the need for an exogenous base through the use of non-innocent electrophiles (NIE)

  许多重要的过渡金属催化反应依赖于化学计量数量的外源碱来实现催化周转。尽管发挥了基础性作用，但碱基也带来了重大挑战，例如限制可接近的化学空间或导致多相反应混合物。在这里，我们介绍了一种统一策略，该策略通过使用非无辜亲电试剂 (NIE) 消除了对外源碱基的需求，NIE 配备了在反应过程中以受控方式释放的掩蔽碱基。通过将多个传统上依赖碱基的催化反应转变为外源无碱基均相过程，证明了这一概念的普遍适用性。此外，NIE 的优势特性在多个应用中得到了证明，例如在基于微摩尔级荧光的测定中。这导致发现了使用异丙醇作为良性还原剂的氨基甲酸芳基酯的镍催化脱氧反应。在更广泛的背景下，这项工作为 NIE 在催化中的战略利用提供了概念蓝图。
• Indium/Cu(II)-mediated one-pot synthesis of unsymmetrical diaryl amines from aryl boronic acids and azides
  作者：B.V. Subba Reddy、N. Sivasankar Reddy、Y. Jayasudhan Reddy、Y. Vikram Reddy

  DOI：10.1016/j.tetlet.2011.03.022

  日期：2011.5

  Aryl azides react smoothly with aryl boronic acids in the presence of indium metal in methanol to furnish a variety of unsymmetrical diaryl amines in good yields. This is the first report on the synthesis of diaryl amines from the cross coupling of aryl azides with aryl boronic acids via N-arylation.

  在甲醇中存在铟金属的情况下，芳基叠氮化物与芳基硼酸能平稳反应，从而以高收率提供各种不对称的二芳基胺。这是关于通过芳基叠氮化物与芳基硼酸通过N-芳基化的交叉偶联反应合成二芳基胺的第一份报告。
• Photoelectric conversion element, imaging element, optical sensor comprising a photoelectric conversion film containing a predetermined compound, and compound
  申请人：FUJIFILM Corporation

  公开号：US11171165B2

  公开（公告）日：2021-11-09

  The present invention provides a photoelectric conversion element including a photoelectric conversion film having a narrow half-width of absorption peak and an excellent photoelectric conversion efficiency, and an imaging element, an optical sensor, and a compound. The photoelectric conversion element according to the present invention includes a conductive film, a photoelectric conversion film, and a transparent conductive film, in this order, in which the photoelectric conversion film contains a compound represented by Formula (1).

  本发明提供了一种光电转换元件，包括具有窄吸收峰半宽和优异光电转换效率的光电转换薄膜，以及成像元件、光学传感器和化合物。根据本发明的光电转换元件依次包括导电薄膜、光电转换薄膜和透明导电薄膜，其中光电转换薄膜包含由式（1）表示的化合物。
• Synthesis, Structural Characterization, and Catalytic Activity of IPrNi(styrene)₂in the Amination of Aryl Tosylates
  作者：María José Iglesias、Juan F. Blandez、Manuel R. Fructos、Auxiliadora Prieto、Eleuterio Álvarez、Tomás R. Belderrain、M. Carmen Nicasio

  DOI：10.1021/om300566m

  日期：2012.9.10

  A novel bis-styrene IPrNi0 derivative has been synthesized from the reaction of Ni(COD)(2) and free 1,3-bis(2,6-diisopropylphenyl)imidazolidene (IPr) ligand in the presence of styrene. The complex has been characterized by spectroscopic data as well as by X-ray crystallography. Its catalytic performance in the amination reaction of aryl tosylates is also reported. The catalytic reactions proceed in a very selective manner, affording moderate to high yields of cross-coupling products in short reaction times at 110 degrees C.