bis(para-ethyl 4-ethynylbenzoate) B-Mes* B-entacene | 1309453-86-8

• 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: bis(para-ethyl 4-ethynylbenzoate) B-Mes* B-entacene
• 英文别名: Ethyl 4-[2-[20-[2-(4-ethoxycarbonylphenyl)ethynyl]-4,16-bis(2,4,6-tritert-butylphenyl)-4,16-diborapentacyclo[13.9.0.03,13.05,10.017,22]tetracosa-1(15),2,5(10),6,8,11,13,17(22),18,20,23-undecaen-8-yl]ethynyl]benzoate；ethyl 4-[2-[20-[2-(4-ethoxycarbonylphenyl)ethynyl]-4,16-bis(2,4,6-tritert-butylphenyl)-4,16-diborapentacyclo[13.9.0.03,13.05,10.017,22]tetracosa-1(15),2,5(10),6,8,11,13,17(22),18,20,23-undecaen-8-yl]ethynyl]benzoate
• CAS: 1309453-86-8
• 化学式: C₈₀H₈₈B₂O₄
• 分子量: 1135.2
• InChiKey: IWJXCUKKUZGGRT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.62
• 重原子数：
  86
• 可旋转键数：
  18
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ((2,4,6-tri(tert-butyl)phenyl)B(C10H5Cl))2C2H2 、 4-乙炔苯甲酸乙酯 在 XPhos 、 双(乙腈)氯化钯(II) 、 caesium carbonate 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 18.0h， 以34%的产率得到bis(para-ethyl 4-ethynylbenzoate) B-Mes* B-entacene
  参考文献：
  名称：

  Conjugated “B-Entacenes”: Polycyclic Aromatics Containing Two Borepin Rings

  摘要：

  The synthesis and characterization of functionalized bora-acenes (B-entacenes) where Stille and Sonogashira cross-couplings were used to attach a series of electron-donating and -withdrawing substituents is reported. Photophysical, electrochemical, and computational analyses revealed that the LUMO level can be tuned by changing the para-conjugated substituent. Furthermore, the dimethylamino-functionalized molecule exhibited intense solvatochromism due to the intramolecular charge-transfer interaction.

  DOI：

  10.1021/ol2010159

文献信息

• Conjugated “<i>B</i>-Entacenes”: Polycyclic Aromatics Containing Two Borepin Rings
  作者：Anthony Caruso、John D. Tovar

  DOI：10.1021/ol2010159

  日期：2011.6.17

  The synthesis and characterization of functionalized bora-acenes (B-entacenes) where Stille and Sonogashira cross-couplings were used to attach a series of electron-donating and -withdrawing substituents is reported. Photophysical, electrochemical, and computational analyses revealed that the LUMO level can be tuned by changing the para-conjugated substituent. Furthermore, the dimethylamino-functionalized molecule exhibited intense solvatochromism due to the intramolecular charge-transfer interaction.