pent-4-enylbenzene-d5 | 1314570-71-2

• 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: pent-4-enylbenzene-d5
• 英文别名: 1,2,3,4,5-Pentadeuterio-6-pent-4-enylbenzene；1,2,3,4,5-pentadeuterio-6-pent-4-enylbenzene
• CAS: 1314570-71-2
• 化学式: C₁₁H₁₄
• 分子量: 151.192
• InChiKey: RURREWSZSUQSNB-UKLAVMBXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 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：

  pent-4-enylbenzene-d5 在 gold(III) chloride 、 重水 、 silver trifluoromethanesulfonate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.0h， 生成 5,6,7,8-Tetradeuterio-1-(deuteriomethyl)-1,2,3,4-tetrahydronaphthalene
  参考文献：
  名称：

  Gold-catalyzed intramolecular hydroarylation of olefins. Scope evaluation and preliminary mechanistic studies

  摘要：

  We report a gold-catalyzed intramolecular hydroarylation of unactivated olefins using a combination of AuCl(3)/AgOTf as the catalytic system affording dihydrobenzopyrans, tetralins and tetrahydroquinolines in good yields. For our preliminary mechanistic studies, we have investigated the kinetic isotope effects with deuterated arene compounds and found that this catalytic hydroarylation is consistent with an electrophilic aromatic substitution process. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.04.122
• 作为产物：
  描述：

  4-溴-1-丁烯 、 氘代溴苯 在 magnesium 、 copper(I) bromide 、 lithium bromide 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 pent-4-enylbenzene-d5
  参考文献：
  名称：

  Gold-catalyzed intramolecular hydroarylation of olefins. Scope evaluation and preliminary mechanistic studies

  摘要：

  We report a gold-catalyzed intramolecular hydroarylation of unactivated olefins using a combination of AuCl(3)/AgOTf as the catalytic system affording dihydrobenzopyrans, tetralins and tetrahydroquinolines in good yields. For our preliminary mechanistic studies, we have investigated the kinetic isotope effects with deuterated arene compounds and found that this catalytic hydroarylation is consistent with an electrophilic aromatic substitution process. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.04.122

文献信息

• Gold-catalyzed intramolecular hydroarylation of olefins. Scope evaluation and preliminary mechanistic studies
  作者：Mickael Jean、Pierre van de Weghe

  DOI：10.1016/j.tetlet.2011.04.122

  日期：2011.7

  We report a gold-catalyzed intramolecular hydroarylation of unactivated olefins using a combination of AuCl(3)/AgOTf as the catalytic system affording dihydrobenzopyrans, tetralins and tetrahydroquinolines in good yields. For our preliminary mechanistic studies, we have investigated the kinetic isotope effects with deuterated arene compounds and found that this catalytic hydroarylation is consistent with an electrophilic aromatic substitution process. (C) 2011 Elsevier Ltd. All rights reserved.