(Z)-2-cyclopropyl-1-(2,4,6-tri-tert-butylphenyl)-1-phosphaethene | 517877-18-8

• 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)-2-cyclopropyl-1-(2,4,6-tri-tert-butylphenyl)-1-phosphaethene
• 英文别名: Cyclopropylmethylidene-(2,4,6-tritert-butylphenyl)phosphane；cyclopropylmethylidene-(2,4,6-tritert-butylphenyl)phosphane
• CAS: 517877-18-8；517877-25-7
• 化学式: C₂₂H₃₅P
• 分子量: 330.494
• InChiKey: KVPMQPNWHMNIFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• 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)-2-cyclopropyl-1-(2,4,6-tri-tert-butylphenyl)-1-phosphaethene 以 氘代苯 为溶剂， 反应 3.0h， 生成 (E)-2-cyclopropyl-1-(2,4,6-tri-tert-butylphenyl)-1-phosphaethene
  参考文献：
  名称：

  Experimental and Theoretical Studies on the Conjugation of the Phosphorus−Carbon Double Bond with a Cyclopropyl Group

  摘要：

  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.

  DOI：

  10.1021/jo034648g
• 作为产物：
  描述：

  [(dibromomethylene)(2,4,6-tri-tertbutylphenyl)phosphine] 在 lithium aluminium tetrahydride 、 正丁基锂 、 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 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

文献信息

• Preparation, Structure, and Reaction of a Sterically Encumbered 1-Phosphaallene Containing a Cyclopropylidene Moiety
  作者：Shigekazu Ito、Shigeo Kimura、Masaaki Yoshifuji

  DOI：10.1021/ol0341750

  日期：2003.4.1

  [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.
• 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.