1-ethoxycarbonyl-7-phenyl-1,6-heptadiyne

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1-ethoxycarbonyl-7-phenyl-1,6-heptadiyne
• 英文别名: Ethyl 8-phenylocta-2,7-diynoate；ethyl 8-phenylocta-2,7-diynoate
• 化学式: C₁₆H₁₆O₂
• 分子量: 240.302
• InChiKey: ZSWPRAWXZYRNPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-ethoxycarbonyl-7-phenyl-1,6-heptadiyne 、 苯基二氯化磷 在 titanium(IV) isopropylate 、 异丙基氯化镁 作用下， 以 乙醚 为溶剂， 以27%的产率得到ethyl 1,2-diphenyl-5,6-dihydro-4H-cyclopenta[c]phosphole-3-carboxylate
  参考文献：
  名称：

  A Convenient Method for the Synthesis of 2,5-Difunctionalized Phospholes Bearing Ester Groups

  摘要：

  Symmetrically and unsymmetrically 2,5-difunctionalized phospholes bearing ester groups were prepared in a one-pot procedure from the corresponding diynes and dichloro-(phenyl) phosphine via titanacyclopentadienes. The observed optical properties of the functionalized phospholes show that the pi-conjugative push-pull interaction between the 2- and 5-substituents plays an important role in controlling the light-emitting efficiency.

  DOI：

  10.1021/jo0605748
• 作为产物：
  描述：

  氯甲酸乙酯 、 1-phenyl-1,6-heptadiyne 在 正丁基锂 作用下， 生成 1-ethoxycarbonyl-7-phenyl-1,6-heptadiyne
  参考文献：
  名称：

  A Convenient Method for the Synthesis of 2,5-Difunctionalized Phospholes Bearing Ester Groups

  摘要：

  Symmetrically and unsymmetrically 2,5-difunctionalized phospholes bearing ester groups were prepared in a one-pot procedure from the corresponding diynes and dichloro-(phenyl) phosphine via titanacyclopentadienes. The observed optical properties of the functionalized phospholes show that the pi-conjugative push-pull interaction between the 2- and 5-substituents plays an important role in controlling the light-emitting efficiency.

  DOI：

  10.1021/jo0605748

文献信息

• Rhodium-Catalyzed Asymmetric [2 + 2 + 2] Cycloaddition of Unsymmetrical α,ω-Diynes with Acenaphthylene
  作者：Yukimasa Aida、Yu Shibata、Ken Tanaka

  DOI：10.1021/acs.joc.7b03042

  日期：2018.3.2

  It has been established that a cationic rhodium(I)/(R)-BINAP complex catalyzes the asymmetric [2 + 2 + 2] cycloaddition of unsymmetrical α,ω-diynes with acenaphthylene at room temperature to give the corresponding chiral multicyclic compounds with high yields and ee values. Interestingly, enantioselectivity highly depended on the structures of α,ω-diynes used. The structural requirements of α,ω-diynes

  现已确定，阳离子铑（I）/（R）-BINAP配合物在室温下催化不对称的α，ω-二炔与a烯的不对称[2 + 2 + 2]环加成反应，得到相应的手性多环化合物产量和ee值。有趣的是，对映选择性高度取决于所用的α，ω-二炔结构。高对映体选择性的α，ω-二炔的结构要求与我们先前报道的阳离子铑（I）/（R）-Difluorphos络合物催化的α，ω-二炔的不对称[2 + 2 + 2]环加成反应相反。茚。
• A Convenient Method for the Synthesis of 2,5-Difunctionalized Phospholes Bearing Ester Groups
  作者：Yoshihiro Matano、Tooru Miyajima、Takashi Nakabuchi、Yuichiro Matsutani、Hiroshi Imahori

  DOI：10.1021/jo0605748

  日期：2006.7.1

  Symmetrically and unsymmetrically 2,5-difunctionalized phospholes bearing ester groups were prepared in a one-pot procedure from the corresponding diynes and dichloro-(phenyl) phosphine via titanacyclopentadienes. The observed optical properties of the functionalized phospholes show that the pi-conjugative push-pull interaction between the 2- and 5-substituents plays an important role in controlling the light-emitting efficiency.