(E)-1,2,4-triphenylbut-1-en-3-yne

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: (E)-1,2,4-triphenylbut-1-en-3-yne
• 英文别名: 1,3,4-triphenylbut-3E-en-1-yne；[(E)-1,4-diphenylbut-1-en-3-yn-2-yl]benzene
• 化学式: C₂₂H₁₆
• 分子量: 280.369
• InChiKey: WBJVFJALSQSWKN-PYCFMQQDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  Lithium 2-phenylethynylselenolate 在 bis(triphenylphosphine)nickel(II) chloride 、 Schwartz's reagent 、 四(三苯基膦)钯 、 copper(I) bromide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 5.5h， 生成 (E)-1,2,4-triphenylbut-1-en-3-yne
  参考文献：
  名称：

  A FACILE REGIO- AND STEREOCONTROLLED SYNTHESIS OF (Z)-1,3-ENYLNYLSELENIDES VIA CROSS COUPLING OF (E)-α-IODOVINYLSELENIDES WITH TERMINAL ALKYNES

  摘要：

  (Z)-1,3-Enylnylselenides were conveniently obtained under mild condition via the cross coupling of the corresponding (E)-alpha-iodovinylselenides with terminal alkynes in the presence of Pd(PPh3)(4) and CuBr.

  DOI：

  10.1081/scc-120001521

文献信息

• Marcuzzi, Franco; Azzena, Ugo; Melloni, Giovanni, Journal of the Chemical Society. Perkin transactions I, 1993, # 23, p. 2957 - 2960
  作者：Marcuzzi, Franco、Azzena, Ugo、Melloni, Giovanni

  DOI：——

  日期：——
• Huang, Xian; Zhong, Ping, Journal of the Chemical Society. Perkin transactions I, 1999, # 11, p. 1543 - 1545
  作者：Huang, Xian、Zhong, Ping

  DOI：——

  日期：——
• A Facile Regio- and Stereocontrolled Synthesis of (z)-1,3-Enylnylstannanes<i>via</i>Cross Coupling of (E)-α-Iodovinylstannanes with Terminal Alkynes
  作者：Xian Huang、Ping Zhong

  DOI：10.1080/00397919908085971

  日期：1999.10

  Conjugated enynes bearing a stannyl group were conveniently obtained under mild condition via the cross coupling of the corresponding CE)-alpha-iodovinylstannanes with terminal alkynes in the presence of Pd(PPh3)(4) and CuBr.
• Alkynylzirconation of Alkynes and Application to One-Pot Bisalkynylation of Alkynes
  作者：Yuanhong Liu、Zhenqi Zhong、Kiyohiko Nakajima、Tamotsu Takahashi

  DOI：10.1021/jo026037e

  日期：2002.10.1

  Stereocontrolled alkynylzirconation of unactivated alkynes was achieved by the reaction of an alkyne with Cp2ZrEt2 and alkynyl halide in this order. After hydrolysis of the alkynylzirconation product, trisubstituted enyne derivatives were obtained in good yields. Functionalized enynes were also prepared by the reaction of the alkynylzirconation products with a variety of electrophiles. Subsequent addition of the second alkynyl halide to the alkynylzirconation products provided an in situ protocol for bisalkynylation of alkynes into (Z)-enediynes in good yields.
• A FACILE REGIO- AND STEREOCONTROLLED SYNTHESIS OF (<i>Z</i>)-1,3-ENYLNYLSELENIDES VIA CROSS COUPLING OF (<i>E</i>)-α-IODOVINYLSELENIDES WITH TERMINAL ALKYNES
  作者：Ping Zhong、Nanping Huang

  DOI：10.1081/scc-120001521

  日期：2002.1.1

  (Z)-1,3-Enylnylselenides were conveniently obtained under mild condition via the cross coupling of the corresponding (E)-alpha-iodovinylselenides with terminal alkynes in the presence of Pd(PPh3)(4) and CuBr.