2,3-Diphenyl-1,4-pentadiene | 163160-05-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2,3-Diphenyl-1,4-pentadiene
• 英文别名: 2-phenylpenta-1,4-dien-3-ylbenzene
• CAS: 163160-05-2
• 化学式: C₁₇H₁₆
• 分子量: 220.314
• InChiKey: RMQDYUHLIXWSRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1,1-二苯基-3-丁烯-1-甲醛 在 Schwartz's reagent 、 正丁基锂 、 sodium hydride 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 、 2,3-Diphenyl-1,4-pentadiene
  参考文献：
  名称：

  二烯的顺序加氢锆化/环化，是反式2-取代乙烯基环戊烷的新途径

  摘要：

  描述了反式-2-取代的乙烯基环戊烷的非对映选择性合成。该方法基于7-甲氧基-1,5-二烯的分子内偶联，涉及通过加氢锆化和TMSOTf促进的烯丙基化顺序激活C activationC双键。

  DOI：

  10.1021/ol500400s

文献信息

• A Convenient Method for the Generation of Allylic Dihaloboranes and Diallyl(chloro)borane and Their Application in the Allylboration of Alkenes and Acetylenes
  作者：Yuri N. Bubnov、Nikolai Y. Kuznetsov、Fedor V. Pastukhov、Vadim V. Kublitsky

  DOI：10.1002/ejoc.200500391

  日期：2005.11

  products were isolated by standard techniques and transformed into boronates (boron amides). Deboronation of these products led to 1,4-pentadiene derivatives or unsaturated alcohols. 2-Substituted 1,4-pentadienyl(dichloro)boranes obtained from acetylenes underwent intramolecular chloroboration at a moderate temperature to form 5-chloro-2-borinene derivatives. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451

  基于 BHal3（Hal = Cl，Br）和烯丙基三有机硼烷（烯丙基、肉桂基和 2-亚甲基环丁烷衍生物）之间的交换反应，开发了一种用于高反应性烯丙基二卤代硼烷和二烯丙基（氯）硼烷的便捷方法。由此产生的化合物容易与末端烯烃和乙炔反应形成相应的顺式-1,2-烯丙基硼化产物。这些产品通过标准技术分离并转化为硼酸盐（硼酰胺）。这些产品的脱硼产生 1,4-戊二烯衍生物或不饱和醇。从乙炔获得的 2-取代的 1,4-戊二烯基（二氯）硼烷在中等温度下进行分子内氯硼化反应，形成 5-氯-2-硼烯衍生物。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)
• Carboindation of Alkynes. Regio- and Stereoselective Allylation of Carbon-Carbon Triple Bonds of Alkynols by Allylic Indium Reagents
  作者：Shuki Araki、Akira Imai、Ken Shimizu、Masafumi Yamada、Akihiro Mori、Yasuo Butsugan

  DOI：10.1021/jo00111a049

  日期：1995.3

  Allylindium sesquihalides undergo smooth allylindation with terminal alkynes bearing a neighboring hydroxyl group at 100-140 degrees C to give allylalkenols. The coupling occurred regioselectively at the gamma-carbon of the allylindium reagents via syn-addition, whereas the regioselectivity concerning the alkynol depends upon the structures of both allylindium and alkynol. The allylation of nonfunctionalized alkynes is less efficient, requiring higher reaction temperature (150-180 degrees C) and giving lower yields. Mechanistic considerations suggest a hydroxyl-assisted concerted process for the allylindation of alkynols, whereas a radical pathway is more likely for nonfunctionalized alkynes. Three monoterpene alcohols, i.e., yomogi alcohol, achillenol, and isomyrcenol, were conveniently prepared via allylindation of appropriate alkynols.
• Sequential Hydrozirconation/Cyclization of Dienes, a New Route toward <i>Trans</i> 2-Substituted Vinylcyclopentanes
  作者：Sébastien Clergue、Jean-Luc Vasse

  DOI：10.1021/ol500400s

  日期：2014.3.7

  The diastereoselective synthesis of trans-2-substituted vinylcyclopentanes is described. The method is based on the intramolecular coupling of 7-methoxy-1,5-dienes involving a sequential activation of the C═C double bonds via hydrozirconation and TMSOTf-promoted allylation.

  描述了反式-2-取代的乙烯基环戊烷的非对映选择性合成。该方法基于7-甲氧基-1,5-二烯的分子内偶联，涉及通过加氢锆化和TMSOTf促进的烯丙基化顺序激活C activationC双键。