3'-methoxy-N,N-dimethyl-[1,1'-biphenyl]-4-amine | 1367104-95-7

• 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: 3'-methoxy-N,N-dimethyl-[1,1'-biphenyl]-4-amine
• 英文别名: 3'-methoxy-N,N-dimethylbiphenyl-4-amine；(3'-Methoxybiphenyl-4-yl)dimethylamine；4-(3-methoxyphenyl)-N,N-dimethylaniline
• CAS: 1367104-95-7
• 化学式: C₁₅H₁₇NO
• 分子量: 227.306
• InChiKey: JVLZXPMRELMBGM-UHFFFAOYSA-N

物化性质

• 沸点：
  357.3±25.0 °C(Predicted)
• 密度：
  1.048±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-(N,N-二甲基)苯胺溴化镁 在 C₃₈H₃₄Br₂N₄Ni₂P₂ 、 potassium iodide 、 lithium chloride 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 为溶剂， 反应 12.0h， 生成 3'-methoxy-N,N-dimethyl-[1,1'-biphenyl]-4-amine
  参考文献：
  名称：

  Mono- and Dinuclear Pincer Nickel Catalyzed Activation and Transformation of C–Cl, C–N, and C–O Bonds

  摘要：

  Condensation of 2-NH2C6H4P(Et)Ph (2) with pyrrole-2-carboxaldehyde generated 2-(C4H4N-2'-CH-N)C6H4P(Et)Ph (3). Treatment of 3 with NaH and followed by (DME)NiX2 (X = Cl, Br) afforded mononuclear pincer nickel complexes [Ni{2-(C4H3N-2'-CH-N)C6H4P(Et)Ph}X] (4a, X = Cl; 4b, X = Br). Reaction of [2-NH2C6H4P(Ph)](2)(CH2)(n) (5a, n = 3; 5b, n = 4) with pyrrole-2-carboxaldehyde or 5-tert-butyl-1H-pyrrole-2-carbaldehyde formed [2-(C4H4N-2'-CH-N)C6H4P(Ph)](2)(CH2)(n) (6a, n = 3; 6b, n = 4) and [2-(5'-tBuC(4)H(3)N-2'-CH-N)C6H4P(Ph)](2)(CH2)(4) (6c). Respective treatment of 6ac with NaH followed by (DME)NiX2 (X = Cl, Br) gave the dinuclear nickel complexes [Ni{2-(5'-RC4H2N-2'-CH-N)C6H4P(Ph)}X](2)(CH2)(n) (7a, R = H, X = Cl, n = 3; 7b, R = H, X = Cl, n = 4; 7c, R = H, X = Br, n = 4; 7d, R = tBu, X = Cl, n = 4). Catalysis of the complexes for the activation and transformation of CCl, CN, and CO bonds was evaluated. Complex 7c exhibited excellent catalytic activity in the cross-coupling of aryl chlorides or aryltrimethylammonium iodides with arylzinc reagents as well as of aryl sulfamates with aryl Grignard reagents. The dinuclear nickel complexes 7bd showed higher catalytic activity than the mononuclear complexes in each type of reaction.

  DOI：

  10.1021/om500452c

文献信息

• P,N,N-Pincer nickel-catalyzed cross-coupling of aryl fluorides and chlorides
  作者：Dan Wu、Zhong-Xia Wang

  DOI：10.1039/c4ob01041h

  日期：——

  were synthesized and their catalysis toward the Kumada or Negishi cross-coupling reaction of aryl fluorides and chlorides was evaluated. Complex 3a effectively catalyzes the cross-coupling of (hetero)aryl fluorides with aryl Grignard reagents at room temperature. Complex 3a also catalyzes the cross-coupling of (hetero)aryl chlorides and arylzinc reagents at 80 °C with low catalyst loadings and good

  P，N，N-镍镍配合物[Ni（Cl）N（2-R 2 PC 6 H 4）（2'-Me 2 NC 6 H 4）}]（R = Ph，3a ; R = Pr i，合成了3b； R ＝ Cy，3c），并评估了它们对芳基氟化物和氯化物的Kumada或Negishi交叉偶联反应的催化作用。在室温下，配合物3a有效催化（杂）芳基氟化物与芳基格氏试剂的交叉偶联。复杂3a 它还在低催化剂负载和良好的官能团相容性下，于80°C催化（杂）芳基氯和芳基锌试剂的交叉偶联。
• Nickel-Catalyzed Cross-Coupling of Arene- or Heteroarenecarbonitriles with Aryl- or Heteroarylmanganese Reagents through CCN Bond Activation
  作者：Ning Liu、Zhong-Xia Wang

  DOI：10.1002/adsc.201200369

  日期：2012.6.18

  The nickel‐catalyzed cross‐coupling reaction of arene‐ or heteroarenecarbonitriles with aryl‐ or heteroarylmanganese reagents via CCN bond activation has been developed. Both electron‐rich and electron‐deficient nitriles can be employed as the electrophilic substrates. The reaction tolerates a range of functional groups and aromatic heterocycles.

  的arene-或heteroarenecarbonitriles与芳基-或heteroarylmanganese试剂的镍-催化的交叉偶联反应通过Ç  CN键活化已经研制成功。富电子和缺电子的腈都可以用作亲电子底物。该反应容许一定范围的官能团和芳族杂环。
• Cross-Coupling of Aryltrimethylammonium Iodides with Arylzinc Reagents Catalyzed by Amido Pincer Nickel Complexes
  作者：Xue-Qi Zhang、Zhong-Xia Wang

  DOI：10.1021/jo300209d

  日期：2012.4.6

  The cross-coupling reaction of aryltrimethylammonium iodides with aryl- or heteroarylzinc chlorides catalyzed by amido pincer nickel complexes was performed. The reaction requires low catalyst loading and displays broad substrate scope.
• AROMATIC AMINO ACID DERIVATIVES AND MEDICINAL COMPOSITIONS
  申请人：Endo, Hitoshi

  公开号：EP1481965B1

  公开（公告）日：2015-07-29
• US7345068B2
  申请人：——

  公开号：US7345068B2

  公开（公告）日：2008-03-18