1,1'-di-κ-(3-ethyl-2,4-dimethyl)pyrrolylethene | 1134630-67-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1,1'-di-κ-(3-ethyl-2,4-dimethyl)pyrrolylethene
• 英文别名: 5,5'-(ethene-1,1-diyl)bis(3-ethyl-2,4-dimethyl-1H-pyrrole)；4-ethyl-2-[1-(4-ethyl-3,5-dimethyl-1H-pyrrol-2-yl)ethenyl]-3,5-dimethyl-1H-pyrrole
• CAS: 1134630-67-3
• 化学式: C₁₈H₂₆N₂
• 分子量: 270.418
• InChiKey: NDPRDIUDFIXNBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  31.6
• 氢给体数：
  2
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,1'-di-κ-(3-ethyl-2,4-dimethyl)pyrrolylethene 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 12.0h， 生成 [2-[(4,10-Diethyl-3,5,7,9,11-pentamethyl-2,15-diaza-1-silatetracyclo[6.6.1.02,6.011,15]pentadeca-3,5,7,9-tetraen-1-yl)oxy]-4-methoxyphenyl]-phenylmethanone
  参考文献：
  名称：

  Silicon Compounds of 1,1-Bis(pyrrol-2-yl)ethenes: Molecular Structures and Chemical and Spectroscopic Properties

  摘要：

  The first examples of silicon compounds of 1,1-bis(pyrrol-2-yl)ethenes have been synthesized via salt metathesis from a 2-fold lithiated dipyrromethene and different diorganodichlorosilanes (i.e., dimethyldichlorosilane, diphenyldichlorosilane, and 1,1-dichlorosilacyclobutane). Herein we report on their molecular structures, their optical properties, and some reactivity patterns.

  DOI：

  10.1021/om400868w
• 作为产物：
  描述：

  以 四氢呋喃 、 甲苯 为溶剂， 反应 3.5h， 生成 1,1'-di-κ-(3-ethyl-2,4-dimethyl)pyrrolylethene
  参考文献：
  名称：

  Silicon Compounds of 1,1-Bis(pyrrol-2-yl)ethenes: Molecular Structures and Chemical and Spectroscopic Properties

  摘要：

  The first examples of silicon compounds of 1,1-bis(pyrrol-2-yl)ethenes have been synthesized via salt metathesis from a 2-fold lithiated dipyrromethene and different diorganodichlorosilanes (i.e., dimethyldichlorosilane, diphenyldichlorosilane, and 1,1-dichlorosilacyclobutane). Herein we report on their molecular structures, their optical properties, and some reactivity patterns.

  DOI：

  10.1021/om400868w

文献信息

• Use of <i>F</i>-BODIPYs as a Protection Strategy for Dipyrrins: Optimization of BF₂ Removal
  作者：Deborah A. Smithen、Alexander E. G. Baker、Matthew Offman、Sarah M. Crawford、T. Stanley Cameron、Alison Thompson

  DOI：10.1021/jo3002003

  日期：2012.4.6

  We recently reported the first general method for the deprotection of 4,4-difluoro-4-bora-3a,4a-diaza-s-indacenes (F-BODIPYs) involving a microwave-assisted procedure for the removal of the BF2 moiety, and liberation of the corresponding free-base dipyrrin. Further optimization of the reaction has resulted in a more convenient and accessible protocol. The availability of this new methodology enables BF2-complexation to be used as a dipyrrin protection strategy. Herein lies a detailed examination of the deprotection reaction, with a view to optimization and gaining mechanistic insight, and its application in facilitating a multistep synthesis of pyrrolyldipyrrins.
• Formation of Vinylic Dipyrroles by the Deprotonation of <i>meso</i>-Alkyl and <i>meso</i>-Benzyl Dipyrrin HCl Salts
  作者：Adeeb Al-Sheikh Ali、Judy Cipot-Wechsler、T. Stanley Cameron、Alison Thompson

  DOI：10.1021/jo900064y

  日期：2009.4.3

  Under basic conditions, dipyrrin salts bearing alkyl and benzyl groups at the meso-position undergo deprotonation to give vinylic dipyrroles, rather than the corresponding free-base dipyrrins. The deprotonation is reversible and quantitatively returns the dipyrrinato framework under acidic conditions.