(E)-1,5-diphenyl-5-p-tolylpent-1-en-3-one | 1121580-23-1

• 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: (E)-1,5-diphenyl-5-p-tolylpent-1-en-3-one
• 英文别名: (E)-5-(4-methylphenyl)-1,5-diphenylpent-1-en-3-one
• CAS: 1121580-23-1
• 化学式: C₂₄H₂₂O
• 分子量: 326.438
• InChiKey: DJSRJAQIMYGMEB-SAPNQHFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-甲苯硼酸 、 二苄叉丙酮 在 dicarbonylacetylacetonato rhodium (I) 作用下， 以 甲醇 、 水 、 甲苯 为溶剂， 以77%的产率得到(E)-1,5-diphenyl-5-p-tolylpent-1-en-3-one
  参考文献：
  名称：

  A Homogeneous, Recyclable Polymer Support for Rh(I)-Catalyzed C–C Bond Formation

  摘要：

  A robust and practical polymer-supported, homogeneous, recyclable biphephos rhodium(I) catalyst has been developed for C-C bond formation reactions. Control of polymer molecular weight allowed tuning of the polymer solubility such that the polymer-supported catalyst is soluble in nonpolar solvents and insoluble in polar solvents. Using the supported rhodium catalysts, addition of aryl and vinylboronic acids to the electrophiles such as enones, aldehydes, N-sulfonyl aldimines, and alkynes occurs smoothly to provide products in high yields. Additions of terminal alkynes to enones and industrially relevant hydroformylation reactions have also been successfully carried out. Studies show that the leaching of Rh from the polymer support is low and catalyst recycle can be achieved by simple precipitation and filtration.

  DOI：

  10.1021/jo201476h

文献信息

• Polymer-Supported Transition Metal Catalyst Complexes and Methods of Use
  申请人：Tunge Jon

  公开号：US20110230620A1

  公开（公告）日：2011-09-22

  A catalyst composition comprising a polymer functionalized with a ligand for binding a transition metal containing compound to form a transition metal complex, wherein said functionalized polymer has a number average molecular weight of about 5,000 to 30,000 g/mol and a polydispersity index of about 1.0 to 2.0. The catalyst is used in a hydroformylation reaction, preferably one in which the liquid phase has been volumetrically expanded with a compressed gas, is readily recyclable using nanofiltration.

  催化剂组成包括聚合物，其功能化以与过渡金属含配合物结合形成过渡金属配合物的配体。所述功能化聚合物的数量平均分子量约为5,000至30,000克/摩尔，聚分散指数约为1.0至2.0。该催化剂用于羰基化反应，最好是液相已经通过压缩气体体积膨胀，可以通过纳滤技术方便地回收利用。
• A Homogeneous, Recyclable Rhodium(I) Catalyst for the Hydroarylation of Michael Acceptors
  作者：Ranjan Jana、Jon A. Tunge

  DOI：10.1021/ol802927v

  日期：2009.2.19

  A robust and practical polymer-supported, recyclable biphephos rhodium(I) catalyst has been developed. Control of polymer molecular weight allowed the tuning of solubility such that the polymer-supported catalyst is soluble in nonpolar solvents and not soluble in polar solvents. Thus, catalytic addition of aryl- and vinylboronic acids to enones occurs under completely homogeneous conditions and catalyst recycle can be achieved by simple precipitation and filtration.
• US8921486B2
  申请人：——

  公开号：US8921486B2

  公开（公告）日：2014-12-30
• A Homogeneous, Recyclable Polymer Support for Rh(I)-Catalyzed C–C Bond Formation
  作者：Ranjan Jana、Jon A. Tunge

  DOI：10.1021/jo201476h

  日期：2011.10.21

  A robust and practical polymer-supported, homogeneous, recyclable biphephos rhodium(I) catalyst has been developed for C-C bond formation reactions. Control of polymer molecular weight allowed tuning of the polymer solubility such that the polymer-supported catalyst is soluble in nonpolar solvents and insoluble in polar solvents. Using the supported rhodium catalysts, addition of aryl and vinylboronic acids to the electrophiles such as enones, aldehydes, N-sulfonyl aldimines, and alkynes occurs smoothly to provide products in high yields. Additions of terminal alkynes to enones and industrially relevant hydroformylation reactions have also been successfully carried out. Studies show that the leaching of Rh from the polymer support is low and catalyst recycle can be achieved by simple precipitation and filtration.