(2E,4E)-5-(2-Chloro-phenyl)-penta-2,4-dienal | 286010-63-7

• 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: (2E,4E)-5-(2-Chloro-phenyl)-penta-2,4-dienal
• 英文别名: (2E,4E)-5-(2-Chlorophenyl)-2,4-pentadienal；(2E,4E)-5-(2-chlorophenyl)penta-2,4-dienal
• CAS: 286010-63-7
• 化学式: C₁₁H₉ClO
• 分子量: 192.645
• InChiKey: JAZLTDDUQCISAI-IJIVKGSJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  亚甲基二磷酸四乙酯 、 (2E,4E)-5-(2-Chloro-phenyl)-penta-2,4-dienal 在 sodium hydride 作用下， 以 苯 为溶剂， 反应 1.0h， 以78.5%的产率得到1-chloro-2-[(1E,3E,5E)-6-diethoxyphosphorylhexa-1,3,5-trienyl]benzene
  参考文献：
  名称：

  A STEREOSELECTIVE SYNTHESIS OF UNSATURATED PHOSPHONATES BY WITTIG-HORNER REACTIONS OF BISPHOSPHONYLMETHANE WITH 5-ARYL-(3-METHYL)-2E,4E-PENTADIENALS

  摘要：

  A new type of unsaturated phosphonates 5 were synthesized by the Wittig-Horner reactions of bisphosphonylmethane 4 with 5-aryl-2(E),4(E)-pentadienal and 5-aryl-3-methyl-2(E), 4(E)-pentadienal. The structures of all new compounds prepared were characterized by H-1 NMR, P-31 NMR, C-13 NMR, IR spectra, MS and elemental analyses, one of them was determined by X-ray diffraction analysis.

  DOI：

  10.1080/10426500008045248
• 作为产物：
  描述：

  (E)-4-(2-chlorophenyl)-3-buten-2-one 在 钾硼氢 、 三氯氧磷 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 (2E,4E)-5-(2-Chloro-phenyl)-penta-2,4-dienal
  参考文献：
  名称：

  A STEREOSELECTIVE SYNTHESIS OF UNSATURATED PHOSPHONATES BY WITTIG-HORNER REACTIONS OF BISPHOSPHONYLMETHANE WITH 5-ARYL-(3-METHYL)-2E,4E-PENTADIENALS

  摘要：

  A new type of unsaturated phosphonates 5 were synthesized by the Wittig-Horner reactions of bisphosphonylmethane 4 with 5-aryl-2(E),4(E)-pentadienal and 5-aryl-3-methyl-2(E), 4(E)-pentadienal. The structures of all new compounds prepared were characterized by H-1 NMR, P-31 NMR, C-13 NMR, IR spectra, MS and elemental analyses, one of them was determined by X-ray diffraction analysis.

  DOI：

  10.1080/10426500008045248

文献信息

• Manganese(I)‐Catalyzed Enantioselective C(sp²)−C(sp³) Bond‐Forming for the Synthesis of Skipped Dienes with Synergistic Aminocatalysis
  作者：Chuan‐Gang Zhao、Junzhe Cai、Chaoyu Du、Qi Gao、Jie Han、Jin Xie

  DOI：10.1002/anie.202400177

  日期：2024.5.6

  synergistic catalytic strategy has addressed the great challenge in Mn(I)-catalyzed enantioselective C−C bond coupling. A variety of structurally diverse skipped 1,4-dienes are furnished in synthetically useful yields and good enantioselectivity. This strategy has also been applied for the total synthesis of the analogues of (−)-Blepharocalyxin D.

  协同催化策略解决了 Mn(I) 催化的对映选择性 C−C 键偶联的巨大挑战。提供了多种结构多样的跳过 1,4-二烯，具有合成上有用的产率和良好的对映选择性。该策略也已应用于 (−)-Blepharocalyxin D 类似物的全合成。
• A STEREOSELECTIVE SYNTHESIS OF UNSATURATED PHOSPHONATES BY WITTIG-HORNER REACTIONS OF BISPHOSPHONYLMETHANE WITH 5-ARYL-(3-METHYL)-2E,4E-PENTADIENALS
  作者：De Qing Shi、Ru Yu Chen

  DOI：10.1080/10426500008045248

  日期：2000.1

  A new type of unsaturated phosphonates 5 were synthesized by the Wittig-Horner reactions of bisphosphonylmethane 4 with 5-aryl-2(E),4(E)-pentadienal and 5-aryl-3-methyl-2(E), 4(E)-pentadienal. The structures of all new compounds prepared were characterized by H-1 NMR, P-31 NMR, C-13 NMR, IR spectra, MS and elemental analyses, one of them was determined by X-ray diffraction analysis.