(1S,2S,4S,5S,12R,13R,15R,16R)-7,10,18,21-tetraphenyl-23,24-dioxaheptacyclo[14.6.1.15,12.02,15.04,13.06,11.017,22]tetracosa-6,8,10,17,19,21-hexaene-3,14-dione | 936699-35-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 并四苯
• 英文名称: (1S,2S,4S,5S,12R,13R,15R,16R)-7,10,18,21-tetraphenyl-23,24-dioxaheptacyclo[14.6.1.15,12.02,15.04,13.06,11.017,22]tetracosa-6,8,10,17,19,21-hexaene-3,14-dione
• CAS: 936699-35-3
• 化学式: C₄₆H₃₂O₄
• 分子量: 648.758
• InChiKey: KKQOWWHCVQQKHG-WJKPYWOGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  50
• 可旋转键数：
  4
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1S,2S,4S,5S,12R,13R,15R,16R)-7,10,18,21-tetraphenyl-23,24-dioxaheptacyclo[14.6.1.15,12.02,15.04,13.06,11.017,22]tetracosa-6,8,10,17,19,21-hexaene-3,14-dione 在 氢碘酸 、 对甲苯磺酸 作用下， 以 氯仿 、 溶剂黄146 、 苯 为溶剂， 反应 144.0h， 生成 1,4,8,11-tetraphenyl-6,13-dihydropentacene
  参考文献：
  名称：

  4,7-Diphenylisobenzofuran:  A Useful Intermediate for the Construction of Phenyl-Substituted Acenes

  摘要：

  The formation and subsequent reactivity of previously unknown 4,7-diphenylisobenzofuran, 5, is reported. The Diels-Alder reaction between 5 and p-benzoquinone in boiling glacial acetic acid yields an unprecedented exo,exo anti dual cycloaddition product, 16b, in excellent yield and with 100% diastereoselectivity. Differences between the reactivities of 5 and the more common 1,3-diphenylisobenzofuran are highlighted. Reactive 5 is utilized to form new three-, four-, and five-ring acenes, and the latter compound is reacted with [60]fullerene to produce new [60]fullerene-acene adducts.

  DOI：

  10.1021/jo062675b
• 作为产物：
  描述：

  4,7-diphenyl-1-hydroxyphthalan 、 对苯醌 在 溶剂黄146 作用下， 反应 8.0h， 以90%的产率得到(1S,2S,4S,5S,12R,13R,15R,16R)-7,10,18,21-tetraphenyl-23,24-dioxaheptacyclo[14.6.1.15,12.02,15.04,13.06,11.017,22]tetracosa-6,8,10,17,19,21-hexaene-3,14-dione
  参考文献：
  名称：

  4,7-Diphenylisobenzofuran:  A Useful Intermediate for the Construction of Phenyl-Substituted Acenes

  摘要：

  The formation and subsequent reactivity of previously unknown 4,7-diphenylisobenzofuran, 5, is reported. The Diels-Alder reaction between 5 and p-benzoquinone in boiling glacial acetic acid yields an unprecedented exo,exo anti dual cycloaddition product, 16b, in excellent yield and with 100% diastereoselectivity. Differences between the reactivities of 5 and the more common 1,3-diphenylisobenzofuran are highlighted. Reactive 5 is utilized to form new three-, four-, and five-ring acenes, and the latter compound is reacted with [60]fullerene to produce new [60]fullerene-acene adducts.

  DOI：

  10.1021/jo062675b

文献信息

• 4,7-Diphenylisobenzofuran:  A Useful Intermediate for the Construction of Phenyl-Substituted Acenes
  作者：James Eric Rainbolt、Glen P. Miller

  DOI：10.1021/jo062675b

  日期：2007.4.1

  The formation and subsequent reactivity of previously unknown 4,7-diphenylisobenzofuran, 5, is reported. The Diels-Alder reaction between 5 and p-benzoquinone in boiling glacial acetic acid yields an unprecedented exo,exo anti dual cycloaddition product, 16b, in excellent yield and with 100% diastereoselectivity. Differences between the reactivities of 5 and the more common 1,3-diphenylisobenzofuran are highlighted. Reactive 5 is utilized to form new three-, four-, and five-ring acenes, and the latter compound is reacted with [60]fullerene to produce new [60]fullerene-acene adducts.