n-butyl β,β-di(4-methylphenyl)acrylate

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: n-butyl β,β-di(4-methylphenyl)acrylate
• 英文别名: butyl 3,3-bis(4-methylphenyl)acrylate；butyl 3,3-di-p-tolyl-propenoate；butyl 3,3-di-p-tolylacrylate；Butyl 3,3-bis(4-methylphenyl)prop-2-enoate
• 化学式: C₂₁H₂₄O₂
• 分子量: 308.42
• InChiKey: PCCNCVZKTZAJOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  丙烯酸丁酯 、 4-碘甲苯 在 bis(N-methylimidazol-2-yl)Pd(Cl)Me 三乙胺 作用下， 以 various solvent(s) 为溶剂， 反应 4.0h， 以80%的产率得到n-butyl β,β-di(4-methylphenyl)acrylate
  参考文献：
  名称：

  具有联咪唑配体的高效可回收Pd（II）催化剂，用于离子液体中的Heck反应。

  摘要：

  [反应：见正文]制备了具有联咪唑配体的新型Pd（II）配合物，并证明是使用离子液体作为溶剂在无膦条件下进行Heck反应的有效催化剂。该系统可以循环使用五次，而不会损失任何催化活性。

  DOI：

  10.1021/ol030071d

文献信息

• Heck reaction catalysed by palladium supported with an electron-rich benzimidazolylidene generated in situ: remarkable ligand electronic effects and controllable mono- and di-arylation
  作者：Gang Zou、Wen Huang、Yuanjing Xiao、Jie Tang

  DOI：10.1039/b601833e

  日期：——

  The Heck reactions of aryl bromides and chlorides are efficiently catalysed by palladium supported with benzimidazolylidenes generated in situ from N,N-dialkylbenzimidazolium salts in molten tetrabutylammonium bromide (TBAB) as ionic liquid reaction medium. Remarkable electronic effects from the benzimidazoliums on the catalysis have been observed. Reaction of 4-chloroacetophone with butyl acrylate

  芳基溴化物和氯化物的Heck反应被有效地通过用产生的benzimidazolylidenes负载的钯催化的原位从Ñ，Ñ在熔融-dialkylbenzimidazolium盐四丁基溴化铵 （TBAB）为 离子液体反应介质。已经观察到苯并咪唑在催化上具有显着的电子效应。4-氯乙酰电话与丙烯酸丁酯 1 mol％的苯并咪唑鎓催化钯 催化剂体系含 5,6-二丁氧基-N，N'-二丁基苯并咪唑溴化铵 3，N，N'-二丁基苯并咪唑溴化物1或5,6-二氟-N，N'-二丁基苯并咪唑溴化铵 如图4所示，在其他条件相同的情况下，分别以93％（6小时），79％（12小时）和50％（12小时）的产率得到4-乙酰基-反式肉桂酸酯。对于无空间位阻的芳基溴化物和活化的芳基氯化物，末端的单芳基和二芳基化烯烃 可以控制地产生，给出相应的二取代和三取代 烯烃高产。在二芳基化反应中，来自芳基溴化物的电子因子可以忽略不计，而在单芳基
• Highly Efficient, Recyclable Pd(II) Catalysts with Bisimidazole Ligands for the Heck Reaction in Ionic Liquids
  作者：Soon Bong Park、Howard Alper

  DOI：10.1021/ol030071d

  日期：2003.9.1

  [reaction: see text] New Pd(II) complexes with bisimidazole ligands were prepared and proved to be effective catalysts for the Heck reaction under phosphine-free conditions using ionic liquids as solvents. This system could be recycled five times without any loss of catalytic activity.

  [反应：见正文]制备了具有联咪唑配体的新型Pd（II）配合物，并证明是使用离子液体作为溶剂在无膦条件下进行Heck反应的有效催化剂。该系统可以循环使用五次，而不会损失任何催化活性。
• Synthesis of Arylethylene or Diarylethylene Compounds by Pd-Catalyzed Heck Coupling Reaction
  作者：Hong Yan、Peng Sun、Xiaoming Qu、Linhua Lu、Yan Zhu、Hailong Yang、Jincheng Mao

  DOI：10.1080/00397911.2012.741743

  日期：2013.10.18

  We have developed an effective palladium-catalyzed arylation or diarylation couplings of olefins with various aryl halides in the presence of readily available ligands. This method is simple, economical, and practical for the synthesis of arylethylene and diarylethylene. Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for full experimental and spectral details.
• Triaryl phosphine-functionalized N-heterocyclic carbene ligands for Heck reaction
  作者：Ai-E Wang、Jian-Hua Xie、Li-Xin Wang、Qi-Lin Zhou

  DOI：10.1016/j.tet.2004.10.049

  日期：2005.1

  A new type of triaryl phosphine-functionalized imidazolium salts 6 were prepared. Their palladium complexes, generated in situ, were successfully applied in the palladium-catalyzed Heck reaction. Using 1 mol% of Pd(dba)(2) and 10 mol% 6c in the presence of 2 equiv of K2CO3 in DMAc has proven to be highly efficient for the coupling of a wide array of aryl bromides and iodides with acrylates in excellent yield. The coupling of 4-bromotoluene with various styrene derivatives catalyzed by Pd/6c complex also gave good results. (C) 2004 Elsevier Ltd. All rights reserved.
• Heck reaction of β-substituted acrylates in ionic liquids catalyzed by a Pd-benzothiazole carbene complex
  作者：Vincenzo Calò、Angelo Nacci、Antonio Monopoli、Luigi Lopez、Anna di Cosmo

  DOI：10.1016/s0040-4020(01)00528-2

  日期：2001.7

  A Pd-catalyst with benzothiazole carbene as ligands allows, in tetrabutylammonium bromide melt as solvent, very fast and efficient reactions of haloaromatics with beta -substituted acrylates. (C) 2001 Elsevier Science Ltd. All rights reserved.