1-(phenylethynyl)-1-benzylcyclobutane

• 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: 1-(phenylethynyl)-1-benzylcyclobutane
• 英文别名: 2-(1-benzylcyclobutyl)ethynylbenzene
• 化学式: C₁₉H₁₈
• 分子量: 246.352
• InChiKey: ADAJFDVAZOVHFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.45
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为产物：
  描述：

  2-双(二苯基膦)苯甲醛 在 四(三苯基膦)钯 copper(l) iodide 、 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.0h， 生成 1-(phenylethynyl)-1-benzylcyclobutane
  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.