54,56-Diazaundecacyclo[47.3.1.12,6.13,52.123,27.126,29.128,32.07,12.017,22.033,38.043,48]octapentaconta-1(52),2,4,6(58),7,9,11,17,19,21,23(57),24,26,28,30,32(55),33,35,37,43,45,47,49(53),50-tetracosaen-13,15,39,41-tetrayne | 1374249-59-8

• 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: 54,56-Diazaundecacyclo[47.3.1.12,6.13,52.123,27.126,29.128,32.07,12.017,22.033,38.043,48]octapentaconta-1(52),2,4,6(58),7,9,11,17,19,21,23(57),24,26,28,30,32(55),33,35,37,43,45,47,49(53),50-tetracosaen-13,15,39,41-tetrayne
• CAS: 1374249-59-8
• 化学式: C₅₆H₃₀N₂
• 分子量: 730.868
• InChiKey: PJHMTASUNCKGHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.3
• 重原子数：
  58
• 可旋转键数：
  0
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  31.6
• 氢给体数：
  2
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  ((2-bromophenyl)ethynyl)triisopropylsilane 在 吡啶 、 四(三苯基膦)钯 、 正丁基锂 、 copper(II) acetate monohydrate 、 四丁基氟化铵 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 乙醚 、 正己烷 、 水 为溶剂， 反应 57.5h， 生成 28-Azahexacyclo[21.3.1.12,6.13,26.07,12.017,22]nonacosa-1(26),2,4,6(29),7,9,11,17,19,21,23(27),24-dodecaen-13,15-diyne 、 54,56-Diazaundecacyclo[47.3.1.12,6.13,52.123,27.126,29.128,32.07,12.017,22.033,38.043,48]octapentaconta-1(52),2,4,6(58),7,9,11,17,19,21,23(57),24,26,28,30,32(55),33,35,37,43,45,47,49(53),50-tetracosaen-13,15,39,41-tetrayne
  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.