9,22,34,47-Tetratert-butyldodecacyclo[24.24.0.02,19.03,12.06,11.013,18.020,25.027,44.028,37.031,36.038,43.045,50]pentaconta-1(26),2(19),3(12),4,6(11),7,9,13,15,17,20(25),21,23,27(44),28(37),29,31(36),32,34,38,40,42,45(50),46,48-pentacosaene | 1325730-22-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 9,22,34,47-Tetratert-butyldodecacyclo[24.24.0.02,19.03,12.06,11.013,18.020,25.027,44.028,37.031,36.038,43.045,50]pentaconta-1(26),2(19),3(12),4,6(11),7,9,13,15,17,20(25),21,23,27(44),28(37),29,31(36),32,34,38,40,42,45(50),46,48-pentacosaene
• 英文别名: 9,22,34,47-tetratert-butyldodecacyclo[24.24.0.02,19.03,12.06,11.013,18.020,25.027,44.028,37.031,36.038,43.045,50]pentaconta-1(26),2(19),3(12),4,6(11),7,9,13,15,17,20(25),21,23,27(44),28(37),29,31(36),32,34,38,40,42,45(50),46,48-pentacosaene
• CAS: 1325730-22-0
• 化学式: C₆₆H₆₀
• 分子量: 853.202
• InChiKey: WSNHJURKDPQTPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  20.8
• 重原子数：
  66
• 可旋转键数：
  4
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.24
• 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：

  9,22,34,47-Tetratert-butyldodecacyclo[24.24.0.02,19.03,12.06,11.013,18.020,25.027,44.028,37.031,36.038,43.045,50]pentaconta-1(26),2(19),3(12),4,6(11),7,9,13,15,17,20(25),21,23,27(44),28(37),29,31(36),32,34,38,40,42,45(50),46,48-pentacosaene 在 三氟甲磺酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以85%的产率得到
  参考文献：
  名称：

  Synthesis of Large Polycyclic Aromatic Hydrocarbons from Bis(biaryl)acetylenes: Large Planar PAHs with Low π-Sextets

  摘要：

  A new synthesis of large PAHs with low Clar sextets was developed. This synthesis involves initial bis(biaryl)acetylene 1, which undergoes initial ICI-aromatization and a subsequent Mizoroki-Heck coupling reaction to give dibenzochrysene derivative 3 that can be transformed into planar PAHs 4 using DDQ-oxidation.

  DOI：

  10.1021/ol201854g
• 作为产物：
  描述：

  在 trans-bis(triphenylphosphine)palladium dichloride 、 sodium carbonate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 12.0h， 以75%的产率得到9,22,34,47-Tetratert-butyldodecacyclo[24.24.0.02,19.03,12.06,11.013,18.020,25.027,44.028,37.031,36.038,43.045,50]pentaconta-1(26),2(19),3(12),4,6(11),7,9,13,15,17,20(25),21,23,27(44),28(37),29,31(36),32,34,38,40,42,45(50),46,48-pentacosaene
  参考文献：
  名称：

  Synthesis of Large Polycyclic Aromatic Hydrocarbons from Bis(biaryl)acetylenes: Large Planar PAHs with Low π-Sextets

  摘要：

  A new synthesis of large PAHs with low Clar sextets was developed. This synthesis involves initial bis(biaryl)acetylene 1, which undergoes initial ICI-aromatization and a subsequent Mizoroki-Heck coupling reaction to give dibenzochrysene derivative 3 that can be transformed into planar PAHs 4 using DDQ-oxidation.

  DOI：

  10.1021/ol201854g

文献信息

• Synthesis of Large Polycyclic Aromatic Hydrocarbons from Bis(biaryl)acetylenes: Large Planar PAHs with Low π-Sextets
  作者：Tse-An Chen、Rai-Shung Liu

  DOI：10.1021/ol201854g

  日期：2011.9.2

  A new synthesis of large PAHs with low Clar sextets was developed. This synthesis involves initial bis(biaryl)acetylene 1, which undergoes initial ICI-aromatization and a subsequent Mizoroki-Heck coupling reaction to give dibenzochrysene derivative 3 that can be transformed into planar PAHs 4 using DDQ-oxidation.