N-mesityl-1,2,3,4-tetrahydronaphthalen-1-amine | 1393462-85-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: N-mesityl-1,2,3,4-tetrahydronaphthalen-1-amine
• 英文别名: N-(2,4,6-trimethylphenyl)-1,2,3,4-tetrahydronaphthalen-1-amine
• CAS: 1393462-85-5
• 化学式: C₁₉H₂₃N
• 分子量: 265.398
• InChiKey: IYRBBOMKRGEFAG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1,2,3,4-四氢-1-萘胺 、 均三甲苯 在 Co(dmgH)(dmgH₂)Cl₂ 、 10-甲基-9-均三甲苯基吖啶高氯酸盐 作用下， 以 乙腈 为溶剂， 反应 48.0h， 以33%的产率得到N-mesityl-1,2,3,4-tetrahydronaphthalen-1-amine
  参考文献：
  名称：

  Photocatalytic Hydrogen-Evolving Cross-Coupling of Arenes with Primary Amines

  摘要：

  Herein, we described a cooperative catalyst system consisting of an acridinium photoredox catalyst and a cobalt-based proton-reduction catalyst that is effective for the C-H amination of arenes with concomitant generation of hydrogen. This oxidant free method allows a variety of amines with diverse functional groups to be converted to aromatic amines. Additionally, this protocol can also be extended to hydrolytically unstable benzophenone imines.

  DOI：

  10.1021/acs.orglett.8b03089

文献信息

• Aluminum Hydroxide Secondary Building Units in a Metal–Organic Framework Support Earth-Abundant Metal Catalysts for Broad-Scope Organic Transformations
  作者：Xuanyu Feng、Pengfei Ji、Zhe Li、Tasha Drake、Pau Oliveres、Emily Y. Chen、Yang Song、Cheng Wang、Wenbin Lin

  DOI：10.1021/acscatal.9b00259

  日期：2019.4.5

  suggested σ-bond metathesis as a key step for the MIL-53(Al)-CoH-catalyzed addition reactions. MIL-53(Al)-FeCl competently catalyzed oxidative Csp3–H amination and Wacker-type alkene oxidation. XANES analysis revealed the oxidation of FeII to FeIII centers in the activated MIL-53(Al)-FeCl catalyst and suggested that oxidative Csp3–H amination occurs via the formation of FeIII–OtBu species by single electron

  氧化铝（Al 2 O 3）表面的固有异质性对氧化铝负载的单中心非均相催化剂的开发提出了挑战，并阻碍了在分子水平上催化物种的表征以及对催化反应机理细节的阐明。 。这里，我们报告与式Al（μ在MIL-53（Al）的金属-有机骨架（MOF）的使用氢氧化铝次级结构单元的（事业部）2 -OH）（BDC）（BDC = 1,4-苯二甲酸）作为Al 2 O 3表面的均匀且在结构上定义的功能模拟物，用于负载地球富集金属（EAM）催化剂。该μ 2MIL-53（Al）SBU中的-OH基很容易去质子化，并用CoCl 2和FeCl 2金属化，从而得到MIL-53（Al）-CoCl和MIL-53（Al）-FeCl预催化剂，其特征在于粉末X射线衍射，氮吸附，元素分析，密度泛函理论和扩展X射线精细结构光谱学。用NaBEt 3 H活化将MIL-53（Al）-CoCl转化为MIL-53（Al）-CoH，可有效催化炔烃和腈的硼
• Catalytic CH Amination with Aromatic Amines
  作者：Raymond T. Gephart、Daria L. Huang、Mae Joanne B. Aguila、Graham Schmidt、Andi Shahu、Timothy H. Warren

  DOI：10.1002/anie.201201921

  日期：2012.6.25

  A β‐diketiminato copper(I) catalyst enables CH amination of anilines employing low catalyst loadings to preclude oxidation to the diazene ArNNAr (see scheme). Electron‐poor anilines are particularly resistant towards diazene formation and participate in the amination of strong and unactivated CH bonds. N‐alkyl anilines also take part in CH amination.

  苯胺加入俱乐部：一个β-二酮亚胺基铜（I）催化剂使C  ħ使用低催化剂载量，以排除氧化成氮烯ArNNAr苯胺的胺化（参见方案）。贫电子苯胺特别抗重氮形成，并参与强和未活化的CH键的胺化。N-烷基苯胺也参与CH胺化反应。
• Photocatalytic Hydrogen-Evolving Cross-Coupling of Arenes with Primary Amines
  作者：Fengqian Zhao、Qiong Yang、Jingjie Zhang、Weimin Shi、Huanhuan Hu、Fang Liang、Wei Wei、Shaolin Zhou

  DOI：10.1021/acs.orglett.8b03089

  日期：2018.12.21

  Herein, we described a cooperative catalyst system consisting of an acridinium photoredox catalyst and a cobalt-based proton-reduction catalyst that is effective for the C-H amination of arenes with concomitant generation of hydrogen. This oxidant free method allows a variety of amines with diverse functional groups to be converted to aromatic amines. Additionally, this protocol can also be extended to hydrolytically unstable benzophenone imines.