1,3-Di-prop-2-ynyl-benzene | 195448-62-5

• 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: 1,3-Di-prop-2-ynyl-benzene
• 英文别名: 1,3-Bis(prop-2-ynyl)benzene
• CAS: 195448-62-5
• 化学式: C₁₂H₁₀
• 分子量: 154.211
• InChiKey: DQCNJBUAPIWTQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  1,3-Di-prop-2-ynyl-benzene 在 正丁基锂 、 potassium tert-butylate 、 叔丁醇 作用下， 以 四氢呋喃 为溶剂， 反应 13.5h， 生成 Tricyclo[13.3.1.1^6,10]icosa-1(18),2,3,6,8,10(20),12,13,15(19),16-decaene
  参考文献：
  名称：

  Syntheses and Properties of Medium-Sized Metacyclophanediynes

  摘要：

  The syntheses of [11]metacyclophane-2,9-diyne (3), [4.4]metacyclophane-2,12-diyne (4), [4.4]orthometacyclophane-2,12-diyne (5), (Z)-[10]metacyclophane-5-ene-2,8-diyne (6), [10]metacyclophane-2,8-diyne (7), and 5-isopropylidene[9]metacyclophane-2,7-diyne (8) have been achieved. The systems could be stabilized by protecting the triple bonds in 3-8 with the Co-2(CO)(6) moiety. PE spectroscopic investigations of 3 and 6-8 gave no clear-cut evidence for homoconjugative interactions among the pi fragments. The triple bonds in 3-8 could be transformed into the corresponding cis double bands by applying 2-5 molar equiv of Schwartz's reagent (28). Treatment of 3, 4, and ? with t-BuOK allows the transformation of the propargylic moieties into allenic moieties, whereas the same treatment of 5 and 6 transforms the 2-butynyl bridges into 1,3-butadiene bridges, giving rise to several isomers. The structural assignments of 3-8 and their reaction products are based an their spectroscopic properties.

  DOI：

  10.1021/jo970327r
• 作为产物：
  描述：

  间二氯苄 、 Ethynylmagnesium chloride 在 sodium iodide 、 copper(l) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 168.0h， 以24%的产率得到1,3-Di-prop-2-ynyl-benzene
  参考文献：
  名称：

  Syntheses and Properties of Medium-Sized Metacyclophanediynes

  摘要：

  The syntheses of [11]metacyclophane-2,9-diyne (3), [4.4]metacyclophane-2,12-diyne (4), [4.4]orthometacyclophane-2,12-diyne (5), (Z)-[10]metacyclophane-5-ene-2,8-diyne (6), [10]metacyclophane-2,8-diyne (7), and 5-isopropylidene[9]metacyclophane-2,7-diyne (8) have been achieved. The systems could be stabilized by protecting the triple bonds in 3-8 with the Co-2(CO)(6) moiety. PE spectroscopic investigations of 3 and 6-8 gave no clear-cut evidence for homoconjugative interactions among the pi fragments. The triple bonds in 3-8 could be transformed into the corresponding cis double bands by applying 2-5 molar equiv of Schwartz's reagent (28). Treatment of 3, 4, and ? with t-BuOK allows the transformation of the propargylic moieties into allenic moieties, whereas the same treatment of 5 and 6 transforms the 2-butynyl bridges into 1,3-butadiene bridges, giving rise to several isomers. The structural assignments of 3-8 and their reaction products are based an their spectroscopic properties.

  DOI：

  10.1021/jo970327r

文献信息

• Recognition of HIV TAR RNA by triazole linked neomycin dimers
  作者：Sunil Kumar、Dev P. Arya

  DOI：10.1016/j.bmcl.2011.06.058

  日期：2011.8

  A series of neomycin dimers have been synthesized using ‘click chemistry’ to target the HIV virus TAR (trans activation response) RNA region. The neomycin dimers were synthesized in high yields and show a strong stabilizing effect on HIV TAR RNA, when compared to neomycin.

  使用“点击化学”合成了一系列新霉素二聚体，以靶向 HIV 病毒 TAR（反式激活反应）RNA 区域。与新霉素相比，新霉素二聚体的合成产量很高，并且对 HIV TAR RNA 表现出强大的稳定作用。