1,1-bis(4-dimethylaminophenyl)-2-bromopropene | 384842-28-8

• 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: 1,1-bis(4-dimethylaminophenyl)-2-bromopropene
• 英文别名: 4-[2-bromo-1-[4-(dimethylamino)phenyl]prop-1-enyl]-N,N-dimethylaniline
• CAS: 384842-28-8
• 化学式: C₁₉H₂₃BrN₂
• 分子量: 359.309
• InChiKey: GGJQKIZGLHFDTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,1-bis(4-dimethylaminophenyl)-2-bromopropene 、 二环己基氯化膦 在 碘 、 magnesium 、 copper(l) iodide 、 ammonium hydroxide 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 生成 1,1-bis(4-dimethylaminophenyl)-2-(dicyclohexyllphosphino)propene
  参考文献：
  名称：

  一种新型（2,2-二芳基乙烯基）膦/钯催化剂，可进行有效的芳香胺化

  摘要：

  设计并合成了一系列新的二芳基乙烯基膦配体。由配体和钯物质组成的催化剂体系有效地催化了芳基溴化物和氯化物与胺的偶联反应，从而以良好或优异的收率提供了相应的产物。该效率很可能源自钯中心与二芳基乙烯基膦配体上的顺式-芳基部分之间的相互作用，从而在偶联反应过程中稳定了催化中间体。

  DOI：

  10.1002/adsc.200700220
• 作为产物：
  描述：

  在 吡啶 作用下， 以 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 3.0h， 以12.0 g的产率得到1,1-bis(4-dimethylaminophenyl)-2-bromopropene
  参考文献：
  名称：

  2,2-(Diaryl)vinylphosphine compound, palladium catalyst thereof, and process for producing arylamine, diaryl, or arylalkyne with the catalyst

  摘要：

  公开号：

  EP1167372B1

文献信息

• 2,2 (Diarlyl) Vinylphosphine compound, palladium catalyst thereof, and process for producing arylamine, diaryl, or arylalkyne with the catalyst
  申请人：——

  公开号：US20020058837A1

  公开（公告）日：2002-05-16

  A novel 2,2-(diaryl)vinylphosphine compound represented by the following general formula (1): 1 (wherein R 1 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alicyclic group having 5 to 7 carbon atoms, etc.; R 2 , R 3 , R 4 , R 5 , R 6 , and R 7 may be the same or different and each is an alkyl group having 1 to 6 carbon atoms, an alicyclic group having 5 to 7 carbon atoms, etc., provided that R 4 and R 5 taken together and/or R 6 and R 7 taken together may represent a fused benzene ring, a substituted fused benzene ring, a trimethylene group, etc.; and p, q, r, and s each is 0 to 5, provided that p+q and r+s each is in the range of from 0 to 5); a palladium-phosphine catalyst obtained by causing a palladium compound to act on the novel 2,2-(diaryl)vinylphosphine compound; and a process for obtaining an arylamine, a diaryl and an arylalkyne in the presence of the palladium-phosphine catalyst.

  一种由以下通用公式（1）表示的新型2,2-(二芳基)乙烯膦化合物：其中R1是氢原子、具有1至6个碳原子的烷基基团、具有5至7个碳原子的脂环基团等；R2、R3、R4、R5、R6和R7可能相同或不同，每个是具有1至6个碳原子的烷基基团、具有5至7个碳原子的脂环基团等，但要求R4和R5一起和/或R6和R7一起可能代表融合苯环、取代融合苯环、三亚甲基基团等；p、q、r和s每个为0至5，但要求p+q和r+s分别在0至5的范围内；通过使钯化合物作用于新型2,2-(二芳基)乙烯膦化合物而获得的钯-膦催化剂；以及在钯-膦催化剂存在下获得芳胺、二芳基和芳基炔的方法。
• 2,2(diarlyl)vinylphosphine compound, palladium catalyst thereof, and process for producing arylamine, diaryl, or arylalkyne with the catalyst
  申请人：Takasago International Corporation

  公开号：US06455720B1

  公开（公告）日：2002-09-24

  A novel 2,2-(diaryl)vinylphosphine compound represented by the following general formula (1): (wherein R1 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alicyclic group having 5 to 7 carbon atoms, etc.; R2, R3, R4, R5, R6, and R7 may be the same or different and each is an alkyl group having 1 to 6 carbon atoms, an alicyclic group having 5 to 7 carbon atoms, etc., provided that R4 and R5 taken together and/or R6 and R7 taken together may represent a fused benzene ring, a substituted fused benzene ring, a trimethylene group, etc.; and p, q, r, and s each is 0 to 5, provided that p+q and r+s each is in the range of from 0 to 5); a palladium-phosphine catalyst obtained by causing a palladium compound to act on the novel 2,2-(diaryl)vinylphosphine compound; and a process for obtaining an arylamine, a diaryl and an arylalkyne in the presence of the palladium-phosphine catalyst.

  下列通用式（1）所代表的新型2,2-(二芳基)乙烯基膦化合物：（其中R1为氢原子、具有1至6个碳原子的烷基、具有5至7个碳原子的脂环族基等；R2、R3、R4、R5、R6和R7可以相同也可以不同，每个都是具有1至6个碳原子的烷基、具有5至7个碳原子的脂环族基等，前提是R4和R5共同取代和/或R6和R7共同取代可以表示为融合苯环、取代融合苯环、三亚甲基基团等；p、q、r和s每个都为0至5，前提是p+q和r+s每个都在0至5的范围内）；由于将钯化合物作用于新型2,2-(二芳基)乙烯基膦化合物而获得的钯膦催化剂；以及在钯膦催化剂的存在下获得芳胺、二芳基和芳基炔的过程。
• US6455720B1
  申请人：——

  公开号：US6455720B1

  公开（公告）日：2002-09-24
• 2,2-(Diaryl)vinylphosphine compound, palladium catalyst thereof, and process for producing arylamine, diaryl, or arylalkyne with the catalyst
  申请人：Takasago International Corporation

  公开号：EP1167372B1

  公开（公告）日：2003-12-10
• A Novel (2,2-Diarylvinyl)phosphine/Palladium Catalyst for Effective Aromatic Amination
  作者：Ken Suzuki、Yoji Hori、Takenobu Nishikawa、Tohru Kobayashi

  DOI：10.1002/adsc.200700220

  日期：2007.9.3

  diarylvinylphosphine ligands was designed and synthesized. A catalyst system, consisting of the ligands and palladium species, effectively catalyzed the coupling reaction of aryl bromides and chlorides with amines to afford the corresponding products in good to excellent yields. The efficiency is likely derived from an interaction between the palladium center and the cis-aryl moiety on the diarylvinylphosphine

  设计并合成了一系列新的二芳基乙烯基膦配体。由配体和钯物质组成的催化剂体系有效地催化了芳基溴化物和氯化物与胺的偶联反应，从而以良好或优异的收率提供了相应的产物。该效率很可能源自钯中心与二芳基乙烯基膦配体上的顺式-芳基部分之间的相互作用，从而在偶联反应过程中稳定了催化中间体。