1,3-diphenyl-1-(9-phenyl-9H-xanthen-9-yl)-propan-2-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1,3-diphenyl-1-(9-phenyl-9H-xanthen-9-yl)-propan-2-one
• 英文别名: 1,3-Diphenyl-1-(9-phenylxanthen-9-yl)propan-2-one；1,3-diphenyl-1-(9-phenylxanthen-9-yl)propan-2-one
• 化学式: C₃₄H₂₆O₂
• 分子量: 466.579
• InChiKey: VFLUJGFEYWSFCF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  9-苯基苯二烯-9-醇 、 二苄基甲酮 在 EDPBT 作用下， 生成 1,3-diphenyl-1-(9-phenyl-9H-xanthen-9-yl)-propan-2-one
  参考文献：
  名称：

  Self-Assembled Superstructure of Xanthene Derivatives

  摘要：

  通过在1,1′-(乙烷-1,2-二基)双吡啶溴化物(EDPBT)的存在下，将9-苯基-9H-蒽醇(1)与各种可烯醇化的酮进行C-C键形成反应，获得了多种多碳同类物。所有十个衍生物以及起始的蒽醇已通过单晶X射线衍射进行表征。它们在固态中均形成自组装超结构。这些超分子结构中的自组装模式是基于侧链的空间和电子性质进行解释的。

  DOI：

  10.1007/s10870-007-9201-1

文献信息

• Self-Assembled Superstructure of Xanthene Derivatives
  作者：Veerababurao Kavala、Siva Murru、Bhisma K. Patel、Gopal Das

  DOI：10.1007/s10870-007-9201-1

  日期：2007.8

  Various multi carbon homologations of 9-phenyl-9H-xanthen-9-ol (1) were obtained through a C-C bond formation by reacting it with various enolisable ketones in the presence of 1,1′-(ethane-1,2-diyl)dipyridinium bistribromide (EDPBT). All the ten derivatives along with the starting xanthen-9-ol have been characterized by single crystal X-ray diffraction. They all form self-assembled superstructure in the solid state. The self-assembling patterns in these supramolecular architectures were explained based on steric and electronic nature of the pendant arm.

  通过在1,1′-(乙烷-1,2-二基)双吡啶溴化物(EDPBT)的存在下，将9-苯基-9H-蒽醇(1)与各种可烯醇化的酮进行C-C键形成反应，获得了多种多碳同类物。所有十个衍生物以及起始的蒽醇已通过单晶X射线衍射进行表征。它们在固态中均形成自组装超结构。这些超分子结构中的自组装模式是基于侧链的空间和电子性质进行解释的。
• Syntheses and regiochemistry of enol addition to 9-phenyl-9H-xanthen-9-ol
  作者：Veerababurao Kavala、Siva Murru、Gopal Das、Bhisma K. Patel

  DOI：10.1016/j.tet.2008.02.053

  日期：2008.4

  Regioselective C-C bond formation of 9-phenyl-9H-xanthen-9-ol 1 with various enolizable ketones I-X in an acidic (HBr) medium, obtained by the reaction of 1, 1'-(ethane-1,2-diyl)dipyridinium bistribromide (EDPBT) with ketone is observed. Except for ketone, 4-methylpentan-2-one VII in all other cases examined the attack to xanthenyl carbocation is from the thermodynamically stable enolizable side of the unsymmetrical ketones. In the case of 3-methyl-butan-2-one VIII the equilibrium is in favor of the more stable enolizable ketone, which has large steric factor, hence no reaction was observed during its addition to alcohol 1. (c) 2008 Elsevier Ltd. All rights reserved.