(E)-1,2-diphenyl-1,4-diiodobut-1-ene | 193211-89-1

• 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: (E)-1,2-diphenyl-1,4-diiodobut-1-ene
• 英文别名: (Z)-3-propyl-1,4-diiodohept-3-ene；[(E)-1,4-diiodo-1-phenylbut-1-en-2-yl]benzene
• CAS: 193211-89-1
• 化学式: C₁₆H₁₄I₂
• 分子量: 460.096
• InChiKey: KZKPBTSMCQMAIF-FOCLMDBBSA-N

物化性质

• 沸点：
  402.6±45.0 °C(Predicted)
• 密度：
  1.840±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  (E)-1,2-diphenyl-1,4-diiodobut-1-ene 在 正丁基锂 作用下， 以 四氢呋喃 、 二乙二醇二甲醚 为溶剂， 反应 1.0h， 生成 1,3-difluoro-2,4-diphenylbenzene
  参考文献：
  名称：

  通过从氯二氟乙酸钠向1，2-取代的环丁烯中添加二氟卡宾，在一个锅中合成1,3-二氟芳族化合物。

  摘要：

  用环保的二氟卡宾前体氯二氟乙酸钠由1，2-二苯基环丁烯一步合成了1，3-二氟-2，4-二苯苯。此外，使用赛弗试剂（Ph-Hg-CF3）从1,2-二正丙基环丁烯一步一步完成了以前未知的化合物1,3-二氟-2,4-二正丙基苯的制备。 ）和氯二氟乙酸钠。

  DOI：

  10.1021/ol020158j
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 碘 、 copper(l) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以90%的产率得到(E)-1,2-diphenyl-1,4-diiodobut-1-ene
  参考文献：
  名称：

  Remarkable effect of copper chloride on diiodination of zirconacyclopentadienes

  摘要：

  Treatment of zirconacyclopentadienes with two equiv of iodine in THF in the presence of 1.0 equiv of CuCl gave diiododienes in good to high yields without formation of monoiododienes. This is in sharp contrast to the case without CuCl which afforded monoiododienes as major products. For zirconacyclopentenes. CuCl was also effective but the use of ICl was more practical. When zirconacyclopentenes were treated with 2 equiv of ICl, only diiodination products were formed. Preparation of silacyclopentadienes or spiro compounds using the diidodienes was demonstrated. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00835-6

文献信息

• Copper-catalyzed one-pot N-alkenylation and N-alkylation of amides: an efficient synthesis of substituted 2,3-dihydropyrroles
  作者：Xiaobo Zhou、Huimin Zhang、Jiwei Yuan、Lugen Mai、Yanzhong Li

  DOI：10.1016/j.tetlet.2007.07.221

  日期：2007.10

  A novel copper-catalyzed synthesis of substituted 2,3-dihydropyrroles via one-pot N-alkenylation and N-alkylation of amides with 1,4-diiodobut-1-ene derivatives has been developed. The reactions proceed in good to high yields using CuI as the catalyst, K2CO3 as the base, and rac-trans-N,N′-dimethylcyclohexane-1,2-diamine as the ligand.

  已经开发出一种新的铜催化的酰胺经1，4-二碘丁-1-烯衍生物的酰胺的一锅N-烯基化和N-烷基化合成的取代2，3-二氢吡咯。反应进行以良好至高产率使用的CuI作为催化剂，K 2 CO 3作为碱，和外消旋-反式- Ñ，Ñ 'N'-二甲基环己烷-1,2-二胺作为配体。
• Copper-catalyzed synthesis of five-membered heterocycles via double C–N bond formation: an efficient synthesis of pyrroles, dihydropyrroles, and carbazoles
  作者：Ende Li、Xiaobing Xu、Hongfeng Li、Huimin Zhang、Xiaolei Xu、Xiyuan Yuan、Yanzhong Li

  DOI：10.1016/j.tet.2009.08.075

  日期：2009.10

  An efficient copper-catalyzed double C-N bond forming reaction using diiodides and nitrogen-centered nucleophiles including amides and carbamates is reported. The reactions proceed to afford di- or tri-substituted N-acylpyrroles, dihydropyrroles, and carbazoles in good to excellent yields when different such as 1,4-diiodo-1,3-butadienes, 1,4-dihalobut-1-enes, and 2,2'-diiodobiphenyls were employed, respectively. It is crucial to use CuI as the catalyst with the assistance of proper base and diamine ligand. (C) 2009 Elsevier Ltd. All rights reserved.
• Convenient and General Synthesis of 1-Monoorganyl- and 1,2-Diorganylcyclobutenes via Cyclialkylation
  作者：Ei-ichi Negishi、Fang Liu、Danièle Choueiry、Mohamud、Augustine Silveira、Mark Reeves

  DOI：10.1021/jo961277d

  日期：1996.11.15
• Copper-catalyzed tandem S-alkylation and S-alkenylation of sodium sulfide: synthesis of 2,3-dihydrothiophenes and thiophenes
  作者：Qian Liao、Wei You、Zhen-Bang Lou、Li-Rong Wen、Chanjuan Xi

  DOI：10.1016/j.tetlet.2013.01.019

  日期：2013.3

  An efficient synthetic approach to variously substituted 2,3-dihydrothiophenes has been developed. The reaction proceeded by copper-catalyzed tandem S-alkylation and S-alkenylation of sodium sulfide with 1,4-diiodobut-1-enes to afford the corresponding 2,3-dihydrothiophene derivatives in high yields. The 2,3-dihydrothiophenes could bear alkyl, aryl as well as heteroaryl substituents. The resulted 2,3-dihydrothiophenes could be further transferred into the corresponding thiophenes by oxidation. (C) 2013 Elsevier Ltd. All rights reserved.