3,5-bis(methoxymethyl)-4-bromobenzaldehyde | 1210416-83-3

• 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: 3,5-bis(methoxymethyl)-4-bromobenzaldehyde
• 英文别名: 4-Bromo-3,5-bis(methoxymethyl)benzaldehyde
• CAS: 1210416-83-3
• 化学式: C₁₁H₁₃BrO₃
• 分子量: 273.126
• InChiKey: KAEARGSWFPUDRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  吡咯 、 3,5-bis(methoxymethyl)-4-bromobenzaldehyde 在 丙酸 作用下， 反应 0.67h， 以20%的产率得到5,10,15,20-tetrakis[3,5-bis(methoxymethyl)-4-bromophenyl]-porphyrin
  参考文献：
  名称：

  Synthesis of and Evidence for Electronic Communication within Heteromultimetallic Tetrakis(NCN-pincer metal)−(Metallo)porphyrin Hybrids

  摘要：

  Several heteromultimetallic pincer-porphyrin hybrids have been prepared in excellent yields by stepwise metalation of a general precursor, [2H(Br(NCN))(4)], Which was designed in such a way so as to guarantee selectivity for either the porphyrin or pincer sites during the metalation steps. First, a metal was introduced in the porphyrin cavity using a metal(II) salt, Followed by metalation of the pincer units through oxidative addition to an appropriate metal(0) complex. The resulting multimetallic complexes show an appreciable amount of intramolecular communication between the meso-princer metal groups and the central metalloporphyrin component. This was manifested in changes of the optical and ligand-binding properties of the metalloporphyrin reactions at the peripheral pincer sites.

  DOI：

  10.1021/jo902402g
• 作为产物：
  描述：

  3,5-bis(methoxymethyl)-4-bromoiodobenzene 、 N,N-二甲基甲酰胺 在 叔丁基锂 、 水 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 反应 0.17h， 以86%的产率得到3,5-bis(methoxymethyl)-4-bromobenzaldehyde
  参考文献：
  名称：

  Synthesis of and Evidence for Electronic Communication within Heteromultimetallic Tetrakis(NCN-pincer metal)−(Metallo)porphyrin Hybrids

  摘要：

  Several heteromultimetallic pincer-porphyrin hybrids have been prepared in excellent yields by stepwise metalation of a general precursor, [2H(Br(NCN))(4)], Which was designed in such a way so as to guarantee selectivity for either the porphyrin or pincer sites during the metalation steps. First, a metal was introduced in the porphyrin cavity using a metal(II) salt, Followed by metalation of the pincer units through oxidative addition to an appropriate metal(0) complex. The resulting multimetallic complexes show an appreciable amount of intramolecular communication between the meso-princer metal groups and the central metalloporphyrin component. This was manifested in changes of the optical and ligand-binding properties of the metalloporphyrin reactions at the peripheral pincer sites.

  DOI：

  10.1021/jo902402g

文献信息

• Synthesis of and Evidence for Electronic Communication within Heteromultimetallic Tetrakis(NCN-pincer metal)−(Metallo)porphyrin Hybrids
  作者：Bart M. J. M. Suijkerbuijk、Duncan M. Tooke、Martin Lutz、Anthony L. Spek、Leonardus W. Jenneskens、Gerard van Koten、Robertus J. M. Klein Gebbink

  DOI：10.1021/jo902402g

  日期：2010.3.5

  Several heteromultimetallic pincer-porphyrin hybrids have been prepared in excellent yields by stepwise metalation of a general precursor, [2H(Br(NCN))(4)], Which was designed in such a way so as to guarantee selectivity for either the porphyrin or pincer sites during the metalation steps. First, a metal was introduced in the porphyrin cavity using a metal(II) salt, Followed by metalation of the pincer units through oxidative addition to an appropriate metal(0) complex. The resulting multimetallic complexes show an appreciable amount of intramolecular communication between the meso-princer metal groups and the central metalloporphyrin component. This was manifested in changes of the optical and ligand-binding properties of the metalloporphyrin reactions at the peripheral pincer sites.