3,6-bis(2-(triisopropylsilylethynyl)phenyl)carbazole | 1374249-54-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3,6-bis(2-(triisopropylsilylethynyl)phenyl)carbazole
• 英文别名: tri(propan-2-yl)-[2-[2-[6-[2-[2-tri(propan-2-yl)silylethynyl]phenyl]-9H-carbazol-3-yl]phenyl]ethynyl]silane
• CAS: 1374249-54-3
• 化学式: C₄₆H₅₇NSi₂
• 分子量: 680.136
• InChiKey: GMNVDMNKCWMNRF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.79
• 重原子数：
  49
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  15.8
• 氢给体数：
  1
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  3,6-bis(2-(triisopropylsilylethynyl)phenyl)carbazole 在 四丁基氟化铵 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 21.0h， 以84%的产率得到3,6-bis(2-ethynylphenyl)carbazole
  参考文献：
  名称：

  Strained and Unstrained Macrocycles Composed of Carbazole and Butadiyne Units: Electronic State and Optical Properties

  摘要：

  Cu(OAc)(2) catalyzes dehydrogenative condensation of 3,6-bis(2-ethynylphenyl)carbazole in the presence of O-2 to afford the cyclization product 1 and cyclodimer 2. Compound 1 contains bent carbazole and butadiyne groups, while 2 has a less strained structure with Z shape around the two parallel butadiyne groups. Optical properties of the compounds are discussed based on the electronic states estimated from electrochemical measurement and density functional theory calculation.

  DOI：

  10.1021/jo300441k
• 作为产物：
  描述：

  ((2-bromophenyl)ethynyl)triisopropylsilane 在 四(三苯基膦)钯 、 正丁基锂 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 正己烷 、 水 为溶剂， 反应 36.5h， 生成 3,6-bis(2-(triisopropylsilylethynyl)phenyl)carbazole
  参考文献：
  名称：

  Strained and Unstrained Macrocycles Composed of Carbazole and Butadiyne Units: Electronic State and Optical Properties

  摘要：

  Cu(OAc)(2) catalyzes dehydrogenative condensation of 3,6-bis(2-ethynylphenyl)carbazole in the presence of O-2 to afford the cyclization product 1 and cyclodimer 2. Compound 1 contains bent carbazole and butadiyne groups, while 2 has a less strained structure with Z shape around the two parallel butadiyne groups. Optical properties of the compounds are discussed based on the electronic states estimated from electrochemical measurement and density functional theory calculation.

  DOI：

  10.1021/jo300441k

文献信息

• Strained and Unstrained Macrocycles Composed of Carbazole and Butadiyne Units: Electronic State and Optical Properties
  作者：Tomohito Ide、Sho Sakamoto、Daisuke Takeuchi、Kohtaro Osakada、Shigeru Machida

  DOI：10.1021/jo300441k

  日期：2012.5.18

  Cu(OAc)(2) catalyzes dehydrogenative condensation of 3,6-bis(2-ethynylphenyl)carbazole in the presence of O-2 to afford the cyclization product 1 and cyclodimer 2. Compound 1 contains bent carbazole and butadiyne groups, while 2 has a less strained structure with Z shape around the two parallel butadiyne groups. Optical properties of the compounds are discussed based on the electronic states estimated from electrochemical measurement and density functional theory calculation.