(E)-1,2-diphenyl-1-octene

• 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-octene
• 英文别名: [(E)-1-phenyloct-1-en-2-yl]benzene
• 化学式: C₂₀H₂₄
• 分子量: 264.411
• InChiKey: BQERATRKCGNNQD-LVZFUZTISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 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-iodooct-1-yne 在 三苯基膦氯金 、 silver trifluoromethanesulfonate 、 palladium dichloride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 4.17h， 生成 oct-1-ene-1,2-diyldibenzene 、 (E)-1,2-diphenyl-1-octene
  参考文献：
  名称：

  通过金（I）催化卤代炔烃的氢磷酰氧基化反应进行区域和立体选择性的三取代烯烃的合成。

  摘要：

  开发了三取代烯烃的新的立体选择性合成。卤代炔烃的氢磷酰氧基化提供Z-烯基卤代磷酸盐，其经历Pd催化的连续的交叉偶联反应以提供区域和立体定义的三取代的烯烃。

  DOI：

  10.1039/c1cc12052b

文献信息

• Cross-Coupling of Alkenyl/Aryl Carboxylates with Grignard Reagent via Fe-Catalyzed C−O Bond Activation
  作者：Bi-Jie Li、Li Xu、Zhen-Hua Wu、Bing-Tao Guan、Chang-Liang Sun、Bi-Qin Wang、Zhang-Jie Shi

  DOI：10.1021/ja907281f

  日期：2009.10.21

  Iron-catalyzed cross-coupling of alkenyl/aryl carboxylates with primary alkyl Grignard reagent was described. This reaction brought a new family of electrophiles to iron catalysis. The combination of an inexpensive carboxylate electrophile and an iron catalyst would generate ample advantages.

  描述了烯基/芳基羧酸酯与伯烷基格氏试剂的铁催化交叉偶联。该反应为铁催化带来了一个新的亲电试剂家族。便宜的羧酸盐亲电子试剂和铁催化剂的组合将产生充足的优势。
• Manganese-catalyzed Phenylation of Acetylenic Compounds with a Phenyl Grignard Reagent
  作者：Hideki Yorimitsu、Jun Tang、Kenji Okada、Hiroshi Shinokubo、Koichiro Oshima

  DOI：10.1246/cl.1998.11

  日期：1998.1

  Treatment of homopropargylic alcohol derivatives or phenylacetylene compounds with phenylmagnesium bromide in the presence of a catalytic amount of manganese(II) chloride afforded phenylated products in good yields with high regio- and stereoselectivities.

  在催化量的氯化锰 (II) 存在下，用溴化苯基镁处理高炔丙醇衍生物或苯乙炔化合物，以高产率和高区域选择性和立体选择性提供苯化产物。
• Carbolithiation of Diphenylacetylene as a Stereoselective Route to (<i>Z</i>)-Tamoxifen and Related Tetrasubstituted Olefins
  作者：Neola F. McKinley、Donal F. O'Shea

  DOI：10.1021/jo061949s

  日期：2006.12.1

  Carbolithiation of diphenylacetylene can be exploited to generate (E)-1-lithio-1,2-diphenylalkyl-1-enes which can be reacted in situ with triisopropylborate to stereoselectively provide (E)-1,2-diphenyl-1-alkylene boronic acids. These tetrasubstituted vinylboronic acids served as versatile intermediates for the generation of tetrasubstituted olefins with retention of stereochemistry. The application

  可以利用二苯基乙炔的羰基化反应生成（E）-1-硫代1,2-二苯基烷基-1-烯，这些化合物可以与硼酸三异丙基酯原位反应以立体选择性地提供（E）-1,2-二苯基-1-亚烷基硼酸酯酸。这些四取代的乙烯基硼酸充当通用中间体，用于在保留立体化学的情况下生成四取代的烯烃。描述了该方法在（Z）-他莫昔芬和相关类似物的立体选择性合成中的应用。
• Chromium-Catalyzed Arylmagnesiation of Alkynes
  作者：Kei Murakami、Hirohisa Ohmiya、Hideki Yorimitsu、Koichiro Oshima

  DOI：10.1021/ol0703938

  日期：2007.4.1

  [GRAPHICS]Arylmagnesiation of unfunctionalized alkynes in the presence of catalytic amounts of chromium(II) chloride and pivalic acid proceeds with high stereoselectivity. The alkenylmagnesium intermediate reacts with various electrophiles to afford the corresponding tetrasubstituted olefins in good yields.
• Exploratory Studies on the Reaction Between Iodoarenes and Acetylenes: One-pot, Pd-[Bmim][BF4] Catalyzed Preparation of Trianisylethylene
  作者：José C. Barros、Andrea L. F. Souza、Joaquim F. M. da Silva、O. A. C. Antunes

  DOI：10.1007/s10562-011-0549-7

  日期：2011.4

  The reaction between iodoarenes and acetylenes mediated by palladium was studied, showing selectivity changes based on the nature of the substituent. A new, phosphine-, copper-, and amine-free methodology was developed, in which the synthesis of trianisylethylene from 4-iodoanisole and trimethylsilylacetylene was promoted presumably by an N-heterocyclic-carbene derived from an ionic liquid and a palladium salt, using ethanol as the hydrogen source.