1-[2-(di-tert-butylphosphino)phenyl]naphthalene

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-[2-(di-tert-butylphosphino)phenyl]naphthalene
• 英文别名: 1-(2-di-tert-butylphosphinophenyl)naphthalene；Di-tert-butyl(2-(naphthalen-1-yl)phenyl)phosphine；ditert-butyl-(2-naphthalen-1-ylphenyl)phosphane
• 化学式: C₂₄H₂₉P
• 分子量: 348.468
• InChiKey: IULVOTRQGZEURR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  邻碘溴苯 在 碘 、 sodium carbonate 、 magnesium 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 水 为溶剂， 反应 5.0h， 生成 1-[2-(di-tert-butylphosphino)phenyl]naphthalene
  参考文献：
  名称：

  Efficient Palladium-Catalyzed N-Arylation of Indoles

  摘要：

  The N-arylation of indoles, including a variety of substituted ones, has been carried out using bulky, electron rich phosphines as the supporting ligand in combination with Pd-2(dba)(3). Using this catalyst system, the efficient coupling of indole and a variety of substituted indoles with aryl iodides, bromides, chlorides, and triflates can be achieved.

  DOI：

  10.1021/ol005728z
• 作为试剂：
  描述：

  4-溴苯甲醚 、 2-苯基吲哚 在 tris(dibenzylideneacetone)dipalladium (0) 、 sodium t-butanolate 、 1-[2-(di-tert-butylphosphino)phenyl]naphthalene 作用下， 以 甲苯 为溶剂， 生成 1-(4-methoxyphenyl)-2-phenyl-1H-indole
  参考文献：
  名称：

  Efficient Palladium-Catalyzed N-Arylation of Indoles

  摘要：

  The N-arylation of indoles, including a variety of substituted ones, has been carried out using bulky, electron rich phosphines as the supporting ligand in combination with Pd-2(dba)(3). Using this catalyst system, the efficient coupling of indole and a variety of substituted indoles with aryl iodides, bromides, chlorides, and triflates can be achieved.

  DOI：

  10.1021/ol005728z

文献信息

• An Improved Synthesis of Functionalized Biphenyl-Based Phosphine Ligands
  作者：Hiroshi Tomori、Joseph M. Fox、Stephen L. Buchwald

  DOI：10.1021/jo000691h

  日期：2000.8.1

  Functionalized dicyclohexyl- and di-tert-butylphosphinobiphenyl ligands are prepared by the reaction of arylmagnesium halides with benzyne, followed by the addition of a chlorodialkylphosphine. This one-pot procedure is considerably less expensive and time-consuming than the method used previously to prepare such ligands. The cost of introducing the dicyclohexylphosphine group can be decreased by preparing

  通过使卤化芳基镁与苯炔反应，然后加入氯二烷基膦，可以制备官能化的二环己基和二叔丁基膦基联苯配体。这种一锅法比以前用于制备这种配体的方法便宜得多且省时。通过从PCl3和环己基氯化镁制备氯二环己基膦，并使用该试剂而无需进一步纯化，可以降低引入二环己基膦基的成本。该新方法意义重大，因为可以通过简单的方法以相对便宜的起始原料生产有用数量的各种配体，并且在大多数情况下无需色谱纯化。
• LIGANDS FOR METALS AND METAL-CATALYZED PROCESSES
  申请人：MASSACHUSETTS INSTITUTE OF TECHNOLOGY

  公开号：EP1097158B1

  公开（公告）日：2006-01-25
• Ligands for metals and improved metal-catalyzed processes based thereon
  申请人：Massachussetts Institute of Technology

  公开号：EP1354887B1

  公开（公告）日：2007-04-25
• [EN] LIGANDS FOR METALS AND IMPROVED METAL-CATALYZED PROCESSES BASED THEREON<br/>[FR] LIGANDS POUR METAUX ET PROCESSUS PERFECTIONNES CATALYSES PAR DES METAUX BASES SUR CEUX-CI
  申请人：MASSACHUSETTS INST TECHNOLOGY

  公开号：WO2000002887A2

  公开（公告）日：2000-01-20

  One aspect of the present invention relates to novel ligands for transition metals. A second aspect of the present invention relates to the use of catalysts comprising these ligands in transition metal-catalyzed carbon-heteroatom and carbon-carbon bond-forming reactions. The subject processes provide improvements in many features of the transition metal-catalyzed reactions, including the range of suitable substrates, reaction conditions, and efficiency.