(E)-4-(4-fluorostyryl)benzaldehyde | 1334544-18-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-4-(4-fluorostyryl)benzaldehyde
• CAS: 1334544-18-1
• 化学式: C₁₅H₁₁FO
• 分子量: 226.25
• InChiKey: VNXAWXXGUVCGJR-OWOJBTEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.81
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (E)-4-(4-fluorostyryl)benzaldehyde 在 正丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 生成 (R,E)-1-(4,5-dimethoxy-2-(4-methoxystyryl)phenylsulfinyl)-2-methoxynaphthalene
  参考文献：
  名称：

  烯烃-亚砜配体的铑催化的芳基硼酸与硝基烯烃的不对称共轭加成反应

  摘要：

  已经开发出一种有效的铑/烯烃-亚砜催化的有机硼酸向各种硝基烯烃的不对称共轭加成反应，其中2-甲氧基-1-萘亚磺酰基官能化的烯烃配体已被证明是高效的，适用于广泛的芳基，烷基和杂芳基硝基烯烃。

  DOI：

  10.1021/jo3003562
• 作为产物：
  描述：

  对氟苯甲醛 在 正丁基锂 、 sodium acetate 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 (E)-4-(4-fluorostyryl)benzaldehyde
  参考文献：
  名称：

  Synthesis and photoluminescent properties of conjugated aryl–vinyl dioctyl 2,6-dimethylbenzofuro[5,6-b]furan-3,7-dicarboxylate derivatives

  摘要：

  The synthesis of highly fluorescent conjugated benzodifuran aryl vinyl systems, containing four double bonds and at least four phenyl rings, is described. The ethyl groups of diethyl 2,6-dimethylbenzofuro[5,6-b]furan-3,7-dicarboxylate, obtained by the Michael type condensation of p-benzoquinone and ethyl acetoacetate, were replaced by octyl groups via the transesterification reaction to improve the desired product solubility in common organic solvents. The dioctyl ester was brominated and Used for the Wittig reaction with stilbene aldehydes, obtained by the Heck reaction of 4-bromobenzaldehyde and an appropriate styrene. The products, obtained in 48-92% yield, exhibit the UV-Vis fluorescence with high quantum yields, 58-69%. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.07.006

文献信息

• Palladium-Catalyzed Heck Reaction of Aryl Chlorides under Mild Conditions Promoted by Organic Ionic Bases
  作者：Hua-Jian Xu、Yong-Qiang Zhao、Xin-Feng Zhou

  DOI：10.1021/jo201196a

  日期：2011.10.7

  An efficient Pd-catalyzed Heck reaction of aryl chlorides with olefins under mild conditions is described. High yields of products were achieved with n-Bu(4)N(+)OAc(-) as base. Significantly, the temperature of the Heck reaction of diverse nonactivated aryl chlorides can be lowered to 80 degrees C. The new reaction system can also tolerate a wider range of olefins.