(R)-2-(1-phenylethyl)aniline | 21232-38-2

• 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: (R)-2-(1-phenylethyl)aniline
• 英文别名: (R)-2-(1-phenylethyl)benzenamine；2-[(1R)-1-phenylethyl]aniline
• CAS: 21232-38-2
• 化学式: C₁₄H₁₅N
• 分子量: 197.28
• InChiKey: PONACZUQXOYIQJ-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (R)-2-(1-phenylethyl)aniline 在 氢溴酸 、 palladium diacetate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 copper(I) bromide 、 sodium t-butanolate 、 sodium nitrite 作用下， 以 甲苯 为溶剂， 反应 1.5h， 生成 (S,S)-1,2-diphenyl-N,N'-bis[(R)-2-(1-phenyl-ethyl)-phenyl]-ethane-1,2-diamine
  参考文献：
  名称：

  Design and Synthesis of C₂-Symmetric N-Heterocyclic Carbene Precursors and Metal Carbenoids

  摘要：

  Chiral, C-2-symmetric imidazolium and imidazolinium ions, as well as the corresponding copper- or silver-bound carbenoids, have been prepared. Structural study of these compounds by X-ray crystallography reveals a chiral pocket that surrounds the putative carbene site or the metal carbene bond, at carbon 2, in three of the four ligands prepared. Preliminary investigation into the application of these complexes has shown one of them to be highly enantioselective in the hydrosilylation of acetophenone.

  DOI：

  10.1021/jo2012434
• 作为产物：
  描述：

  邻苄基苯胺 在 盐酸 、 仲丁基锂 、 potassium hydrogencarbonate 作用下， 以 乙醇 、 甲基叔丁基醚 、 环己烷 、 水 为溶剂， 反应 67.25h， 生成 (R)-2-(1-phenylethyl)aniline
  参考文献：
  名称：

  Design and Synthesis of C₂-Symmetric N-Heterocyclic Carbene Precursors and Metal Carbenoids

  摘要：

  Chiral, C-2-symmetric imidazolium and imidazolinium ions, as well as the corresponding copper- or silver-bound carbenoids, have been prepared. Structural study of these compounds by X-ray crystallography reveals a chiral pocket that surrounds the putative carbene site or the metal carbene bond, at carbon 2, in three of the four ligands prepared. Preliminary investigation into the application of these complexes has shown one of them to be highly enantioselective in the hydrosilylation of acetophenone.

  DOI：

  10.1021/jo2012434

文献信息

• Bicyclic Bridgehead Phosphoramidite-Based Hybrid Diphosphorus Ligands: Design, Synthesis, and Application in Catalytic Asymmetric Hydrogenation
  作者：Hong-Quan Du、Xiang-Ping Hu

  DOI：10.1021/acs.orglett.1c02978

  日期：2021.10.1

  A strategy for chiral ligand design has been developed that allows for incorporation of an achiral bicyclic bridgehead phosphoramidite to generate a class of hybrid diphosphorus ligands for high activity and asymmetric control. Using this concept, a series of chiral phosphine–phosphoramidite ligands bearing the sole chirality at the ligand backbone have been prepared and successfully employed in the

  已经开发了一种手性配体设计策略，该策略允许掺入非手性双环桥头亚磷酰胺以生成一类用于高活性和不对称控制的杂化二磷配体。利用这一概念，制备了一系列在配体骨架上具有唯一手性的手性膦-亚磷酰胺配体，并成功地用于 Rh 催化的 2-乙烯基苯胺不对称氢化，以合成带有邻叔苄基的旋光苯胺。立体中心。
• Branch-Selective and Enantioselective Iridium-Catalyzed Alkene Hydroarylation via Anilide-Directed C–H Oxidative Addition
  作者：Simon Grélaud、Phillippa Cooper、Lyman J. Feron、John F. Bower

  DOI：10.1021/jacs.8b04627

  日期：2018.8.1

  Tertiary benzylic stereocenters are accessed in high enantioselectivity by Ir-catalyzed branch selective addition of anilide ortho-C-H bonds across styrenes and α-olefins. Mechanistic studies indicate that the stereocenter generating step is reversible.

  通过 Ir 催化的苯胺邻位-CH 键在苯乙烯和 α-烯烃上的分支选择性加成，可以高对映选择性地获得叔苄基立构中心。机理研究表明，立体中心生成步骤是可逆的。
• A process for the optical resolution of a racemic mixture
  申请人：DAICEL CHEMICAL INDUSTRIES, LTD.

  公开号：EP0034337A2

  公开（公告）日：1981-08-26

  A novel optically active polymer comprising structural elements of the formula: The polymer is applicable for the optical resolution of a racemic mixture through, for instance, column chromatography.

  一种新型光学活性聚合物，由式中的结构单元组成： 该聚合物适用于通过柱层析等方法对外消旋混合物进行光学解析。
• US4375495A
  申请人：——

  公开号：US4375495A

  公开（公告）日：1983-03-01
• US4511475A
  申请人：——

  公开号：US4511475A

  公开（公告）日：1985-04-16