1-(p-phenylphenyl)ethynyl-1-(4'-cyanophenyl)cyclopropane

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 1-(p-phenylphenyl)ethynyl-1-(4'-cyanophenyl)cyclopropane
• 英文别名: 4-[1-[2-(4-Phenylphenyl)ethynyl]cyclopropyl]benzonitrile；4-[1-[2-(4-phenylphenyl)ethynyl]cyclopropyl]benzonitrile
• 化学式: C₂₄H₁₇N
• 分子量: 319.406
• InChiKey: HSHODSVNSLRNKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-cyclopropyl-2-(p-phenylphenyl)acetylene 、 4-碘氰基苯 在 四(三苯基膦)钯 正丁基锂 、 zinc dibromide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.42h， 以70%的产率得到1-(p-phenylphenyl)ethynyl-1-(4'-cyanophenyl)cyclopropane
  参考文献：
  名称：

  The cyclopropyl effect on the regioselectivity of coupling reactions involving the lithiation of 1-cyclopropyl-2-arylacetylenes

  摘要：

  The cyclopropyl effect controlled the regioselectivity of the cross coupling reactions of propargylic/allenylic metallic species with electrophiles affording alkynic cycloproparies. It was proposed that the strain in cyclopropyl ring, which makes the formation of vinylidenecyclopropanes unfavorable, determined the regioselectivity. Control experiment of i-propyl, cyclobutyl, and cyclohexylphenylacetylenes were conducted to support the above speculation. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.01.009

文献信息

• The cyclopropyl effect on the regioselectivity of coupling reactions involving the lithiation of 1-cyclopropyl-2-arylacetylenes
  作者：Shengming Ma、Qiwen He

  DOI：10.1016/j.tet.2006.01.009

  日期：2006.3

  The cyclopropyl effect controlled the regioselectivity of the cross coupling reactions of propargylic/allenylic metallic species with electrophiles affording alkynic cycloproparies. It was proposed that the strain in cyclopropyl ring, which makes the formation of vinylidenecyclopropanes unfavorable, determined the regioselectivity. Control experiment of i-propyl, cyclobutyl, and cyclohexylphenylacetylenes were conducted to support the above speculation. (c) 2006 Elsevier Ltd. All rights reserved.