3,4,5,6-tetrahydro-[1,1'-biphenyl]-2,2'-dicarbaldehyde | 877474-35-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醛
• 英文名称: 3,4,5,6-tetrahydro-[1,1'-biphenyl]-2,2'-dicarbaldehyde
• 英文别名: 2-(2-Formylcyclohexen-1-yl)benzaldehyde；2-(2-formylcyclohexen-1-yl)benzaldehyde
• CAS: 877474-35-6
• 化学式: C₁₄H₁₄O₂
• 分子量: 214.264
• InChiKey: YRBGPHYGGKUCFK-UHFFFAOYSA-N

物化性质

• 沸点：
  381.9±42.0 °C(Predicted)
• 密度：
  1.202±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,4,5,6-tetrahydro-[1,1'-biphenyl]-2,2'-dicarbaldehyde 在 四氯化钛 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以65%的产率得到1,2,3,4-tetrahydrophenanthrene
  参考文献：
  名称：

  Synthesis of substituted benzene derivatives by homo- and hetero-coupling of 2-bromobenzaldehyde and bromovinylaldehydes followed by McMurry coupling

  摘要：

  A convenient synthetic approach to substituted benzene derivatives by modified Ullmann cross-coupling of 2-bromobenzaldehyde and bromovinylaldehydes followed by intramolecular McMurry coupling has been developed. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.11.146
• 作为产物：
  描述：

  2-溴-1-环己烯-1-甲醛 、 邻溴苯甲醛 在 四(三苯基膦)钯 、 铜 作用下， 以 二甲基亚砜 为溶剂， 反应 4.0h， 以65%的产率得到3,4,5,6-tetrahydro-[1,1'-biphenyl]-2,2'-dicarbaldehyde
  参考文献：
  名称：

  Synthesis of substituted benzene derivatives by homo- and hetero-coupling of 2-bromobenzaldehyde and bromovinylaldehydes followed by McMurry coupling

  摘要：

  A convenient synthetic approach to substituted benzene derivatives by modified Ullmann cross-coupling of 2-bromobenzaldehyde and bromovinylaldehydes followed by intramolecular McMurry coupling has been developed. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.11.146

文献信息

• Rhodium(II)-Catalyzed Cyclization of Bis(N-tosylhydrazone)s: An Efficient Approach towards Polycyclic Aromatic Compounds
  作者：Ying Xia、Zhenxing Liu、Qing Xiao、Peiyuan Qu、Rui Ge、Yan Zhang、Jianbo Wang

  DOI：10.1002/anie.201201374

  日期：2012.6.4

  Ahead of the PAC: Polycyclic aromatic compounds (PACs) can be easily accessed by the combination of Suzuki–Miyaura cross‐coupling and a [Rh2(OAc)4]‐catalyzed carbene reaction using easily available bis(N‐tosylhydrazone)s as intermediates (see scheme; Ts=4‐toluenesulfonyl).

  在PAC之前：通过将Suzuki–Miyaura交叉偶联和[Rh 2（OAc）4 ]催化的卡宾反应结合使用，可轻松获得多环芳族化合物（PAC），方法是使用双（N-甲苯磺酰hydr）作为中间体（参见方案； Ts = 4-甲苯磺酰基）。
• Silver(I)-Catalyzed Reductive Cross-Coupling of Aldehydes to Structurally Diverse Cyclic and Acyclic Ethers
  作者：Ting Liang、Guichao Dong、Chuang Li、Xin Xu、Zhou Xu

  DOI：10.1021/acs.orglett.2c00270

  日期：2022.3.11

  A range of medium-sized cyclic ethers (5 to 11 membered) have been effectively synthesized through intramolecular reductive coupling of dialdehydes initiated by 50 ppm to 0.5% of AgNTf2 with hydrosilane at 25 °C. The catalytic system is also suitable for the coupling of two different monoaldehydes to provide unsymmetrical ethers. This protocol features broad functional group compatibility, high product

  通过由 50 ppm 至 0.5% 的 AgNTf 2引发的二醛在 25 °C 下与氢硅烷进行分子内还原偶联，已有效合成了一系列中等尺寸的环醚（5 至 11 元） 。该催化体系还适用于偶联两种不同的单醛以提供不对称醚。该协议具有广泛的官能团兼容性、高产品多样性、高效率和在复杂生物相关分子的后期修饰中的实用性。
• Synthesis of substituted benzene derivatives by homo- and hetero-coupling of 2-bromobenzaldehyde and bromovinylaldehydes followed by McMurry coupling
  作者：Surajit Some、Bishnupada Dutta、Jayanta K. Ray

  DOI：10.1016/j.tetlet.2005.11.146

  日期：2006.2

  A convenient synthetic approach to substituted benzene derivatives by modified Ullmann cross-coupling of 2-bromobenzaldehyde and bromovinylaldehydes followed by intramolecular McMurry coupling has been developed. (c) 2005 Elsevier Ltd. All rights reserved.