(Z)-3-Furan-2-yl-3-phenyl-acrylic acid ethyl ester | 59562-36-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (Z)-3-Furan-2-yl-3-phenyl-acrylic acid ethyl ester
• CAS: 59562-36-6
• 化学式: C₁₅H₁₄O₃
• 分子量: 242.274
• InChiKey: UMDPWCFKNZVPHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.27
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  39.44
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (Z)-3-Furan-2-yl-3-phenyl-acrylic acid ethyl ester 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 5.0h， 生成 3-(furan-2-yl)-3-phenylprop-2-en-1-ol
  参考文献：
  名称：

  Palladium catalyzed cyclocarbonylation of 3,3-diarylallyl acetates

  摘要：

  Palladium-catalyzed cyclocarbonylation of 3,3-diarylallyl acetates afforded 4-aryl-substituted 1-naphthyl acetates where the cyclization occurred selectively on the more electron-rich ring.

  DOI：

  10.1016/0022-328x(91)80143-8
• 作为产物：
  描述：

  3-Furan-2-yl-3-hydroxy-3-phenyl-propionic acid ethyl ester 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 5.0h， 生成 (Z)-3-Furan-2-yl-3-phenyl-acrylic acid ethyl ester
  参考文献：
  名称：

  Palladium catalyzed cyclocarbonylation of 3,3-diarylallyl acetates

  摘要：

  Palladium-catalyzed cyclocarbonylation of 3,3-diarylallyl acetates afforded 4-aryl-substituted 1-naphthyl acetates where the cyclization occurred selectively on the more electron-rich ring.

  DOI：

  10.1016/0022-328x(91)80143-8

文献信息

• Single-Site Palladium(II) Catalyst for Oxidative Heck Reaction: Catalytic Performance and Kinetic Investigations
  作者：Hui Duan、Menghuan Li、Guanghui Zhang、James R. Gallagher、Zhiliang Huang、Yu Sun、Zhong Luo、Hongzhong Chen、Jeffrey T. Miller、Ruqiang Zou、Aiwen Lei、Yanli Zhao

  DOI：10.1021/acscatal.5b00569

  日期：2015.6.5

  The development of organometallic single-site catalysts (SSCs) has inspired the designs of new heterogeneous catalysts with high efficiency. Nevertheless, the application of SSCs in certain modem organic reactions, such as C-C bond formation reactions, has still been less investigated. In this study, a single-site Pd(II) catalyst was developed, where 2,2'-bipyridine-grafted periodic mesoporous organosilica (PMO) was employed as the support of a Pd(II) complex. The overall performance of the single-site Pd(II) catalyst in the oxidative Heck reaction was then investigated. The investigation results show that the catalyst displays over 99% selectivity for the product formation with high reaction yield. Kinetic profiles further confirm its high catalytic efficiency, showing that the rate constant is nearly 40 times higher than that for the free Pd(II) salt. X-ray absorption spectroscopy reveals that the catalyst has remarkable lifetime and recyclability.