o-(di-tert-butylphosphino)cyclohexylbenzene | 255835-85-9

• 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: o-(di-tert-butylphosphino)cyclohexylbenzene
• 英文别名: Ditert-butyl-(2-cyclohexylphenyl)phosphane
• CAS: 255835-85-9
• 化学式: C₂₀H₃₃P
• 分子量: 304.456
• InChiKey: HQCJNFIVMJMDLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  o-(di-tert-butylphosphino)cyclohexylbenzene 在 氧气 作用下， 以 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Rationale Behind the Resistance of Dialkylbiaryl Phosphines toward Oxidation by Molecular Oxygen

  摘要：

  Electron-rich dialkylbiaryl phosphines, which comprise a common class of supporting ligands for Pd-catalyzed cross-coupling reactions, are highly resistant toward oxidation by molecular oxygen. Presented herein are possible reasons why this class of phosphine ligands manifests this property. Experimental and theoretical data suggest that the two alkyl substituents on the phosphorus center and the 2' and 6' positions of the biaryl backbone play an important role in inhibiting oxidation of this class of ligands.

  DOI：

  10.1021/ja0683180
• 作为产物：
  描述：

  1-(o-bromophenyl)cyclohexanol 在 三乙基硅烷 、 magnesium 、 1,2-二溴乙烷 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 33.5h， 生成 o-(di-tert-butylphosphino)cyclohexylbenzene
  参考文献：
  名称：

  Simple, Efficient Catalyst System for the Palladium-Catalyzed Amination of Aryl Chlorides, Bromides, and Triflates

  摘要：

  Palladium complexes supported by (o-biphenyl)P(t-Bu)(2) (3) or (o-biphenyl)PCy2 (4) are efficient catalysts for the catalytic amination of a wide variety of aryl halides and triflates. Use of ligand 3 allows for the room-temperature catalytic amination of many aryl chloride, bromide, and triflate substrates, while ligand 4 is effective for the amination of functionalized substrates or reactions of acyclic secondary amines. The catalysts perform well for a large number of different substrate combinations at 80-110 degrees C, including chloropyridines and functionalized aryl halides and triflates using 0.5-1.0 mol % Pd; some reactions proceed efficiently at low catalyst levels (0.05 mol % Pd). These ligands are effective for almost all substrate combinations that have been previously reported with various other ligands, and they represent the most generally effective catalyst system reported to date. Ligands 3 and 4 are air-stable, crystalline solids that are commercially available. Their effectiveness is believed to be due to a combination of steric and electronic properties that promote oxidative addition, Pd-N bond formation, and reductive elimination.

  DOI：

  10.1021/jo991699y

文献信息

• Catalyst for producing arylamine and process for producing arylamine by means thereof
  申请人：Miyazaki Takanori

  公开号：US20070282111A1

  公开（公告）日：2007-12-06

  To provide a process for preparing an arylamine highly selectively and highly efficiently, which is also industrially superior without a fear of a side reaction when a strong base is employed. An aryl compound having an active group is reacted with an amine compound in the presence of a base by means of a catalyst for producing an arylamine which comprises a palladium compound having a tertiary phosphine group and a phase-transfer catalyst.

  提供一种高度选择性和高效率地制备芳胺的工艺，同时在使用强碱时无需担心副反应的工业上优越的方法。在存在碱和催化剂的情况下，通过将具有活性基团的芳基化合物与胺基化合物反应，制备一种包含具有三膦基团和相转移催化剂的钯化合物的芳胺。
• Ligands for Metals and Improved Metal-Catalyzed Processes Based Thereon
  申请人：Buchwald L. Stephen

  公开号：US20080033171A1

  公开（公告）日：2008-02-07

  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 methods provide improvements in many features of the transition metal-catalyzed reactions, including the range of suitable substrates, reaction conditions, and efficiency.

  本发明的一个方面涉及新型过渡金属配体。本发明的第二个方面涉及在过渡金属催化的碳-杂原子和碳-碳键形成反应中使用包含这些配体的催化剂。该方法提供了许多过渡金属催化反应的改进特性，包括适合底物的范围，反应条件和效率。
• Process for producing arylamine
  申请人：TOSOH CORPORATION

  公开号：EP1864714B1

  公开（公告）日：2016-11-23
• US7223879B2
  申请人：——

  公开号：US7223879B2

  公开（公告）日：2007-05-29
• US7247731B2
  申请人：——

  公开号：US7247731B2

  公开（公告）日：2007-07-24