(Z)-5-bromo-1-(2,4,6-tri-tert-butylphenyl)-1-phosphapentene

• 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: (Z)-5-bromo-1-(2,4,6-tri-tert-butylphenyl)-1-phosphapentene
• 英文别名: (Z)-1-(2,4,6-tri-tert-butylphenyl)-5-bromo-1-phosphapent-1-ene；4-Bromobutylidene-(2,4,6-tritert-butylphenyl)phosphane；4-bromobutylidene-(2,4,6-tritert-butylphenyl)phosphane
• 化学式: C₂₂H₃₆BrP
• 分子量: 411.406
• InChiKey: TWBDPTBTOWRCGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (Z)-5-bromo-1-(2,4,6-tri-tert-butylphenyl)-1-phosphapentene 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 生成 (Z)-2-cyclopropyl-1-(2,4,6-tri-tert-butylphenyl)-1-phosphaethene
  参考文献：
  名称：

  Preparation, Structure, and Reaction of a Sterically Encumbered 1-Phosphaallene Containing a Cyclopropylidene Moiety

  摘要：

  [GRAPHIC]Sterically protected (Z)-1-(2,4,6-tri-tert-butylphenyl)-2,5-dibromo-1-phosphapent-1-ene was allowed to react with potassium tert-butoxide to afford a cyclopropylidenephosphaethene, which was characterized spectroscopically and by X-ray crystallography.

  DOI：

  10.1021/ol0341750
• 作为产物：
  描述：

  1,3-二溴丙烷 、 (E)-bromomethylene-(2,4,6-tri-tert-butylphenyl)-phopsphane 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 生成 (Z)-5-bromo-1-(2,4,6-tri-tert-butylphenyl)-1-phosphapentene
  参考文献：
  名称：

  Preparation, Structure, and Reaction of a Sterically Encumbered 1-Phosphaallene Containing a Cyclopropylidene Moiety

  摘要：

  [GRAPHIC]Sterically protected (Z)-1-(2,4,6-tri-tert-butylphenyl)-2,5-dibromo-1-phosphapent-1-ene was allowed to react with potassium tert-butoxide to afford a cyclopropylidenephosphaethene, which was characterized spectroscopically and by X-ray crystallography.

  DOI：

  10.1021/ol0341750

文献信息

• Experimental and Theoretical Studies on the Conjugation of the Phosphorus−Carbon Double Bond with a Cyclopropyl Group
  作者：Shigeo Kimura、Shigekazu Ito、Masaaki Yoshifuji、Tamás Veszprémi

  DOI：10.1021/jo034648g

  日期：2003.8.1

  X-ray structural analysis for (Z)-2-cyclopropyl-1-(2,4,6-tri-tert-butylphenyl)-1-phosphaethene (2) was performed to confirm that the cyclopropyl group largely interacts with the P=C group compared with its carbon analogue, vinylcyclopropane (1). Absorption spectrum and redox properties of 2 were also studied to prove the conjugation. Theoretical investigation for nonsubstituted derivatives (4) indicated conjugative interaction between the P=C and cyclopropyl groups and revealed the physicochemical similarities between the P=C and C=C bonds.