(1R,12S,13S,17R)-3,10-diphenyl-15-oxapentacyclo[10.5.1.02,11.04,9.013,17]octadeca-2,4,6,8,10-pentaene-14,16-dione | 1315337-46-2

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基萘木脂素
• 英文名称: (1R,12S,13S,17R)-3,10-diphenyl-15-oxapentacyclo[10.5.1.02,11.04,9.013,17]octadeca-2,4,6,8,10-pentaene-14,16-dione
• CAS: 1315337-46-2
• 化学式: C₂₉H₂₀O₃
• 分子量: 416.476
• InChiKey: RUVJXFJMYMVIGT-OPIFHRFKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  32
• 可旋转键数：
  2
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1R,12S,13S,17R)-3,10-diphenyl-15-oxapentacyclo[10.5.1.02,11.04,9.013,17]octadeca-2,4,6,8,10-pentaene-14,16-dione 、 1-氨基蒽 在 zinc(II) acetate dihydrate 、 溶剂黄146 作用下， 反应 2.0h， 以96%的产率得到(1R,12S,13S,17R)-15-anthracen-1-yl-3,10-diphenyl-15-azapentacyclo[10.5.1.02,11.04,9.013,17]octadeca-2,4,6,8,10-pentaene-14,16-dione
  参考文献：
  名称：

  N-1- and N-2-Anthryl Succinimide Derivatives: C–N Bond Rotational Behaviors and Fluorescence Energy Transfer

  摘要：

  New rigid bicyclic N-anthrylsuccinimide 1a, 1b, 2a, and 2b were prepared. The C-aryl-N-imide bond rotational barriers, intra/intermolecular arene-arene interactions, and photophysical properties were investigated. The rotational behaviors are more significantly controlled by the position of C-aryl-N-imide connection than the sidewall framework. The fluorescence energy transfer (Phi(ET)) in 1a and 1b was estimated to be 61% and 53%, respectively. The difference is attributed to the position of C-aryl-N-imide connection, which directly influences the relative orientation of donor (naphthalene) and acceptor (anthracene).

  DOI：

  10.1021/jo200665v
• 作为产物：
  描述：

  1,3-二苯基异苯并呋喃 在 三氟乙酸 作用下， 以 甲苯 为溶剂， 反应 64.0h， 生成 (1R,12S,13S,17R)-3,10-diphenyl-15-oxapentacyclo[10.5.1.02,11.04,9.013,17]octadeca-2,4,6,8,10-pentaene-14,16-dione
  参考文献：
  名称：

  N-1- and N-2-Anthryl Succinimide Derivatives: C–N Bond Rotational Behaviors and Fluorescence Energy Transfer

  摘要：

  New rigid bicyclic N-anthrylsuccinimide 1a, 1b, 2a, and 2b were prepared. The C-aryl-N-imide bond rotational barriers, intra/intermolecular arene-arene interactions, and photophysical properties were investigated. The rotational behaviors are more significantly controlled by the position of C-aryl-N-imide connection than the sidewall framework. The fluorescence energy transfer (Phi(ET)) in 1a and 1b was estimated to be 61% and 53%, respectively. The difference is attributed to the position of C-aryl-N-imide connection, which directly influences the relative orientation of donor (naphthalene) and acceptor (anthracene).

  DOI：

  10.1021/jo200665v

文献信息

• <i>N</i>-1- and <i>N</i>-2-Anthryl Succinimide Derivatives: C–N Bond Rotational Behaviors and Fluorescence Energy Transfer
  作者：Teh-Chang Chou、Ren-Tsung Wu、Kung-Ching Liao、Chun-Hung Wang

  DOI：10.1021/jo200665v

  日期：2011.8.19

  New rigid bicyclic N-anthrylsuccinimide 1a, 1b, 2a, and 2b were prepared. The C-aryl-N-imide bond rotational barriers, intra/intermolecular arene-arene interactions, and photophysical properties were investigated. The rotational behaviors are more significantly controlled by the position of C-aryl-N-imide connection than the sidewall framework. The fluorescence energy transfer (Phi(ET)) in 1a and 1b was estimated to be 61% and 53%, respectively. The difference is attributed to the position of C-aryl-N-imide connection, which directly influences the relative orientation of donor (naphthalene) and acceptor (anthracene).